NZ788432A

NZ788432A - Herbicidal uracilpyrid

Info

Publication number: NZ788432A
Application number: NZ788432A
Authority: NZ
Inventors: Raphael Aponte; Richard R Evans; Manuel Johannes; Andreas Landes; Dario Massa; Thomas Mietzner; Trevor William Newton; Rapado Liliana Parra; Tobias Seiser; Thomas Seitz
Original assignee: Basf Se
Priority date: 2016-05-24
Filing date: 2017-05-22
Publication date: 2022-05-27

Abstract

The present invention relates to uracilpyridines of formula (I), or their agriculturally acceptable salts or derivatives, wherein the variables are defined according to the description, processes and intermediates for preparing the uracilpyryidines of the formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one urycilpyridine of the formula (I) to act on plants, their seed and/or their habitat. d their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one urycilpyridine of the formula (I) to act on plants, their seed and/or their habitat.

Description

Herbicidal uracilpyridines The present ion relates to uracilpyridines of the general formula (I) defined below and to their use as herbicides. Moreover, the invention relates to compositions for crop protection and to a method for lling unwanted vegetation.

The present application is a divisional of New Zealand patent application 747499, which is the al phase entry of PCT international application (published as WO 02/098227 and WO 11/137088 describe structurally r compounds, which differ from the uracilpyridines (I) according to the present invention inter alia that the uracil is substituted by a phenyl, whereas the uracil according to the invention is substituted by a pyridyl.

However, the herbicidal properties of these known nds with regard to the harmful plants are not always entirely satisfactory.

It is therefore an object of the present invention to provide pyridines of formula (I) having improved herbicidal . To be provided are in particular uracilpyridines of formula (I) which have high herbicidal activity, in particular even at low application rates, and which are sufficiently compatible with crop plants for commercial utilization.

These and further objects are achieved by the uracilpyridines of formula (I), defined below, and by their agriculturally suitable salts.

Accordingly, the present invention provides uracilpyridines of formula (I) ( ) (I), wherein the substituents have the following meanings: R1 hydrogen, NH2, alkyl or C3-C6-alkynyl; R2 hydrogen, C1-C6-alkyl or C1-C6-haloalkyl; R3 en or C1-C6-alkyl; R4 H or halogen; R5 halogen, CN, NO2, NH2, CF3 or C(=S)NH2; R6 H, n, CN, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3- alkylthio, (C1-C3-alkyl)amino, di(C1-C3-alkyl)amino, C1-C3-alkoxy-C1-C3-alkyl, C1-C3- alkoxycarbonyl; R7 H, halogen, C1-C3-alkyl, C1-C3-alkoxy; R8 OR9, SR9, NR10 R11 , NR9OR 9, NR9S(O) 10 2R or NR9S(O) 10 R11 , wherein R9 is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C3-C6- haloalkenyl, C3-C6-haloalkynyl, C1-C6-cyanoalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1- C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, di(C1-C6-alkoxy)C 1-C6-alkyl, C1-C6-halo- alkoxy-C1-C6-alkyl, C3-C6-alkenyloxy-C1-C6-alkyl, C3-C6-haloalkenyloxy-C1-C6- alkyl, C3-C6-alkenyloxy-C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6- alkylcarbonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, C1-C6- haloalkoxycarbonyl-C1-C6-alkyl, C3-C6-alkenyloxycarbonyl-C1-C6-alkyl, C3-C6- loxycarbonyl-C1-C6-alkyl, amino, (C1-C6-alkyl)amino, di(C1-C6- alkyl)amino, (C1-C6-alkylcarbonyl)amino, amino-C1-C6-alkyl, - alkyl)amino-C1-C6-alkyl, di(C1-C6-alkyl)amino-C1-C6-alkyl, arbonyl-C1- C6-alkyl, (C1-C6-alkyl)aminocarbonyl-C1-C6-alkyl, di(C1-C6-alkyl)aminocarbonyl- C1-C6-alkyl, -N=CR12 R13 , wherein R12 and R13 independently of one another are H, C1-C4- alkyl or phenyl; C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-heterocyclyl, C3-C6- cyclyl–C1-C6-alkyl , phenyl, phenyl-C1-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14 or a 3- to 7- membered carbocyclus, which carbocyclus optionally has in on to carbon atoms one or two ring s selected from the group consisting of -N(R 12 )-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally tuted with one to four substituents selected from R14 ; wherein R14 is halogen, NO2, CN, C1-C4-alkyl, C1-C4-haloalkyl , C1-C4-alkoxy or C1-C4-alkoxycarbonyl; R10 , R11 independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus ally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R 12 )-, -N=N-, - C(=O)-, -O- and -S-, and which carbocyclus is optionally tuted with one to four substituents selected from R14 ; n 1 to 3; Q CH2, O, S, SO, SO2, NH or (C1-C3-alkyl)N; W O or S; 40 X NH, NCH3, O or S; Y O or S; Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the nds of formula (I) have a carboxyl group.

The present invention provides also uracilpyridines of formula (I) ( ) (I), \wherein the substituents have the ing meanings: R1 hydrogen, NH2, C1-C6-alkyl or C3-C6-alkynyl; R2 hydrogen, C1-C6-alkyl or C1-C6-haloalkyl; R3 hydrogen or C1-C6-alkyl; R4 H or halogen; R5 n, CN, NO2, NH2, CF3 or C(=S)NH2; R6 H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3- alkylthio, (C1-C3-alkyl)amino, C3-alkyl)amino, C1-C3-alkoxy-C1-C3-alkyl, C1-C3- alkoxycarbonyl; R7 H, n, C1-C3-alkyl, C1-C3-alkoxy; R8 OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10 or NR9S(O)2NR10R11, wherein R9 is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, alkynyl, C1-C6-haloalkyl, C3-C6- haloalkenyl, C3-C6-haloalkynyl, C1-C6-cyanoalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1- C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, di(C1-C6-alkoxy)C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl , C3-C6-alkenyloxy-C1-C6-alkyl, haloalkenyloxy-C1-C6- alkyl, alkenyloxy-C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6- alkylcarbonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, C1-C6- haloalkoxycarbonyl-C1-C6-alkyl, C3-C6-alkenyloxycarbonyl-C1-C6-alkyl, C3-C6- alkynyloxycarbonyl-C1-C6-alkyl, amino, (C1-C6-alkyl)amino, di(C1-C6- alkyl)amino, (C1-C6-alkylcarbonyl)amino, amino-C1-C6-alkyl, (C1-C6- alkyl)amino-C1-C6-alkyl, C6-alkyl)amino-C1-C6-alkyl, aminocarbonyl-C1- C6-alkyl, (C1-C6-alkyl)aminocarbonyl-C1-C6-alkyl, di(C1-C6-alkyl)aminocarbonyl- C1-C6-alkyl, -N=CR12R13, wherein R12 and R13 independently of one another are H, C1-C4- alkyl or phenyl; C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-heterocyclyl, C3-C6- heterocyclyl–C1-C6-alkyl , phenyl, phenyl-C1-C4-alkyl or a 5- or 6 membered heteroaryl, n each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14 or a 3- to 7- membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R 12 )-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14 ; wherein R14 is halogen, NO2, CN, C1-C4-alkyl, C1-C4-haloalkyl , C1-C4-alkoxy or C1-C4-alkoxycarbonyl; R10 , R11 independently of one another are R9, or er form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring s selected from the group ting of -N(R 12 )-, -N=N-, - C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14 ; n 1 to 3; Q O, S, SO, SO2, NH or (C1-C3-alkyl)N; W O or S; X O or S; Y O or S; Z phenyl, pyridyl, zinyl, pyrimidinyl or pyrazinyl, each of which is optionally tuted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a yl group.

The present invention also provides agrochemical compositions comprising at least one uracilpyridine of formula (I) and auxiliaries ary for formulating crop tion agents.

The present invention also provides herbicidal compositions comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C).

The present invention also provides the use of uracilpyridines of formula (I) as herbicides, i.e. for controlling l plants.

[FOLLOWED BY PAGE 4a] The present invention furthermore provides a method for controlling unwanted vegetation where a herbicidal effective amount of at least one uracilpyridines of the formula (I) is allowed to act on plants, their seeds and/or their habitat. Application can be done before, during and/or after, preferably during and/or after, the emergence of the undesirable plants.

Moreover, the invention relates to processes and ediates for preparing uracilpyridines of formula (I).

Particular features of the t disclosure are set out in the following numbered paragraphs: 1. Uracilpyridines of formula (I) ( ) (I), wherein the variables have the ing gs: R1 en, NH2, C1-C6-alkyl or C3-C6-alkynyl; R2 en, alkyl or C1-C6-haloalkyl; R3 hydrogen or C1-C6-alkyl; R4 H or halogen; R5 halogen, CN, NO2, NH2, CF3 or C(=S)NH2; R6 H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3- alkylthio, -alkyl)amino, di(C1-C3-alkyl)amino, C1-C3-alkoxy-C1-C3-alkyl, C1-C3- alkoxycarbonyl; R7 H, halogen, C1-C3-alkyl, C1-C3-alkoxy; R8 OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10 or NR9S(O)2NR10R11, wherein R9 is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C3-C6- haloalkenyl, C3-C6-haloalkynyl, C1-C6-cyanoalkyl, alkoxy-C1-C6-alkyl, C1- C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, di(C1-C6-alkoxy)C1-C6-alkyl, C1-C6-halo- alkoxy-C1-C6-alkyl, C3-C6-alkenyloxy-C1-C6-alkyl, C3-C6-haloalkenyloxy-C1-C6- alkyl, C3-C6-alkenyloxy-C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6- alkylcarbonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, C1-C6- haloalkoxycarbonyl-C1-C6-alkyl, C3-C6-alkenyloxycarbonyl-C1-C6-alkyl, C3-C6- alkynyloxycarbonyl-C1-C6-alkyl, amino, (C1-C6-alkyl)amino, di(C1-C6- [FOLLOWED BY PAGE 4b] alkyl)amino, (C1-C6-alkylcarbonyl)amino, amino-C1-C6-alkyl, (C1-C6- alkyl)amino-C1-C6-alkyl, di(C1-C6-alkyl)amino-C1-C6-alkyl, aminocarbonyl-C1- C6-alkyl, -alkyl)aminocarbonyl-C1-C6-alkyl, di(C1-C6-alkyl)aminocarbonyl- C1-C6-alkyl, -N=CR12 R13 , wherein R12 and R13 independently of one another are H, C1-C4- alkyl or phenyl; C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-heterocyclyl, C3-C6- heterocyclyl–C1-C6-alkyl , phenyl, phenyl-C1-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14 or a 3- to 7- membered carbocyclus, which carbocyclus ally has in addition to carbon atoms one or two ring members ed from the group consisting of -N(R 12 )-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14 ; wherein R14 is halogen, NO2, CN, C1-C4-alkyl, C1-C4-haloalkyl , C1-C4-alkoxy or C1-C4-alkoxycarbonyl; R10 , R11 independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which yclus optionally has in on to carbon atoms one or two ring members selected from the group consisting of -N(R 12 )-, -N=N-, - C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14 ; n 1 to 3; Q CH2, O, S, SO, SO2, NH or (C1-C3-alkyl)N; W O or S; X NH, NCH3, O or S; Y O or S Z phenyl, pyridyl, zinyl, dinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of n, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy; including their agriculturally acceptable salts or tives, provided the compounds of formula (I) have a carboxyl group 40 2. pyridines of formula (I) according to paragraph 1 wherein R1 is C1-C6-alkyl, R2 is C1- C4-haloalkyl, R3 is H and Y is O. 3. Uracilpyridines of formula (I) according to paragraph 1 or 2, wherein R4 is H or F, and R5 [FOLLOWED BY PAGE 4c] is F, Cl, Br or CN. 4. Uracilpyridines of formula (I) according to any of paragraphs 1 to 3, wherein R6 is H, C1- C3-alkyl or C1-C3-alkoxy, and R7 is H. . pyridines of formula (I) according to any of paragraphs 1 to 4 wherein R8 is OR9, )2R10 or NR9S(O)2NR10R11, wherein R9 is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C1-C6- -C1-C6-alkyl, di(C1-C6-alkoxy)C1-C6-alkyl, C1-C6-alkylcarbonyl-C1-C6- alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl or C3-C6-cycloalkyl-C1-C6-alkyl; and R10, R11 are C1-C6-alkyl. 6. pyridines of formula (I) according to any of paragraphs 1 to 5 wherein n is 1. 7. Uracilpyridines of a (I) according to any of paragraphs 1 to 6, wherein Q, W and X are O. 8. Uracilpyridines of formula (I) according to any of paragraphs 1 to 7, wherein Z is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6- haloalkoxy. 9. Acid halides of formula (II) R2 N Y R6 R7 ( ) L1 N N X Q n R3 Z (II), R4 R5 wherein R1, R2, R3, R4, R5, R6, R7, n, Q, W, X, Y and Z are as defined in any of aphs 1 to 8, and L1 is halogen.

. Intermediates of formula (int-1) R2 N Y N N X Q R3 Z I1 (int-1), R4 [FOLLOWED BY PAGE 4d] wherein R1, R2, R3, R4, R5, Q, X, Y and Z are as defined in any of paragraphs 1 to 8, and I1 is H or PG, wherein PG is a protecting group selected from the group ting of C1-C6-alkyl, C1-C6-cyanoalkyl, C1-C6-haloalkyl, alkylthio-C1-C4- alkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-C6-alkyl)silyl-C1-C4-alkyl, (tri-C1-C6-alkyl)silyl-C1-C4-alkyoxy-C1-C4- alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C3-C6-cylcloalkyl-C1- C4-alkyl, C5-C6-cycloalkenyl, tetrahydropyranyl, (tri-C1-C6-alkyl)silyl, enyl )(C1-C4-alkyl)]silyl, formyl, C1-C6-alkyl-carbonyl, C1-C6-alkyl-O- carbonyl, C2-C6-alkenyl-O-carbonyl, [(diphenyl)(C1-C4-alkyl)]silyl-C1-C4- alkyl, phenyl-C1-C4-alkyl, phenylthio-C1-C6-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents ed from the group consisting of halogen, CN, NO2, C1-C4-alkyl and C1-C4-alkoxy; including their salts. 11. Intermediates of formula (int-2) (int-2), wherein R4, R5, R6, R7, R8, n, Q, W, X, Y and Z are as defined in any of paragraphs 1 to 8, and I2 is H; and I3 is H or C(=Y)L2, wherein Y is O or S, and L2 is alkoxy, C1-C6-alkylthio or aryloxy, n the aryl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three substituents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4- alkylthio; or I2 and I3 together with the N-atom, to which they are attached, form a group “YCN”, wherein Y is O or S, or a group “PGN”, which is a protected amine substituent selected from the group consisting of N3, aliphatic or ic carbamates, aliphatic or aromatic amides, N-C1-C6-alkyl-amines, N-aryl-amines or heteroarylamides, including their salts.

[FOLLOWED BY PAGE 4e] 12. Intermediates of formula (int-3) (int-3), wherein R4, R5, Q, X and Z are as defined in any of paragraphs 1 to 8, and PG is a protecting group selected from the group consisting of alkyl, C1-C6-cyanoalkyl, C1-C6-haloalkyl, alkylthio-C1-C4-alkyl, C1-C6- alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-C6-alkyl)silyl-C1-C4- alkyl, (tri-C1-C6-alkyl)silyl-C1-C4-alkyoxy-C1-C4-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, cycloalkyl, C3-C6-cylcloalkyl-C1-C4-alkyl, C5-C6-cycloalkenyl, tetrahydropyranyl , (tri-C1-C6-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl, formyl, C1-C6-alkyl-carbonyl, alkyl-O-carbonyl, alkenyl-O-carbonyl, [(diphenyl)(C1-C4-alkyl)]silyl-C1- C4-alkyl, phenyl-C1-C4-alkyl, phenylthio-C1-C6-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents selected from the group consisting of halogen, CN, NO2, C1-C4-alkyl and C1-C4- alkoxy; I2 H; and I3 H or C(=Y)L2, wherein Y is O or S, and L2 is C1-C6-alkoxy, C1-C6-alkylthio or aryloxy, n the aryl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three tuents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4- alkylthio; or I2 and I3 together with the N-atom, to which they are ed, form a group “YCN”, wherein Y is O or S, or a group “PGN”, which is a ted amine substituent selected from the group consisting of N3, aliphatic or aromatic carbamates, aliphatic or aromatic amides, N-C1-C6-alkyl-amines, N-aryl-amines or heteroarylamides, including their salts. 13. A herbicidal composition comprising an herbicidally active amount of at least one uracilpyridine of formula (I) as recited in paragraph 1 and at least one inert liquid and/or solid carrier and, if appropriate, at least one surface-active substance. 14. A process for the preparation of herbicidal active compositions, which comprises mixing an herbicidally active amount of at least one uracilpyridine of formula (I) as recited in paragraph 1 and at least one inert liquid and/or solid carrier and, if desired, at least one [FOLLOWED BY PAGE 4f] surface-active substance.

. A method of controlling undesired tion, which comprises allowing an herbicidally active amount of at least one uracilpyridine of formula (I) as recited in paragraph 1 to act on , their environment or on seed. 16. The use of the uracilpyridine of formula (I) as recited in paragraph 1 as herbicides.

[FOLLOWED BY PAGE 5] WO 02768 Further embodiments of the present invention are evident from the claims, the description and the examples. It is to be understood that the features mentioned above and still to be illustrated below of the subject matter of the invention can be applied not only in the combination given in each particular case but also in other combinations, without leaving the scope of the invention.

As used herein, the terms "controlling" and "combating" are synonyms.

As used herein, the terms "undesirable vegetation" and "harmful plants" are synonyms.

If the uracilpyridines of formula (I), the herbicidal compounds B and/or the rs C as de- scribed herein are e of forming geometrical isomers, for example E/Z isomers, it is possi- ble to use both, the pure isomers and mixtures thereof, in the itions according to the invention.

If the pyridines of formula (I), the herbicidal compounds B and/or the safeners C as de- scribed herein have one or more centres of chirality and, as a consequence, are t as en- antiomers or diastereomers, it is possible to use both, the pure enantiomers and diastereomers and their mixtures, in the compositions ing to the invention.

Within the substituents of the uracilpyridines of formula (I), instead of hydrogene also the corre- sponding isotope deuterium can be used.

If the uracilpyridines of a (I), the herbicidal compounds B and/or the safeners C as de- scribed herein have ionizable functional groups, they can also be employed in the form of their agriculturally acceptable salts. Suitable are, in general, the salts of those cations and the acid addition salts of those acids whose cations and anions, tively, have no adverse effect on the activity of the active compounds.

Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and ium, and of the transition metals, preferably of manganese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by C1-C4-alkyl, hydroxy—C1-C4-alkyl, C1-C4- alkoxy—C1-C4-alkyl, hydroxy-C1-C4-alkoxy-C1-C4-alkyl, phenyl or , preferably ammonium, methylammonium, isopropylammonium, ylammonium, diethylammonium, diisopropylammonium , hylammonium, triethylammonium, tris(isopropyl)ammonium, heptylammoni- um, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2—hydroxyethylammonium (olamine salt), 2—(2—hydroxyethoxy)eth ylammonium (diglycolamine salt), di(2—hydroxyethyl)ammonium (diolamine salt), tris(2- hydroxyethyl)ammonium (trolamine salt), -hydroxypropyl)ammonium, benzyltrime— thylammonium, triethylammonium, N,N,N-trimethylethanolammonium (choline salt), fur- 40 thermore phosphonium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium, such as trime- thylsulfonium, and sulfoxonium ions, preferably tri(C1-C4-alkyl)sulfoxonium, and finally the salts of polybasic amines such as s-(3-aminopropyl)methylamine and diethylenetriamine.

Also preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potas- sium, of the alkaline earth metals, preferably of m and magnesium, and of the transition metals, preferably of ese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by C1-C4-alkyl, hydroxy—C1-C4- alkyl, C1-C4-alkoxy-C1-C4-alkyl, hydroxy-C1-C4-alkoxy-C1-C4-alkyl, phenyl or benzyl, preferably um, methylammonium, isopropylammonium, dimethylammonium, ropylammoni- um, hylammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetrame- thylammonium, tetraethylammonium, tetrabutylammonium, 2—hydroxyethylammonium (olamine salt), 2—(2—hydroxyethoxy)ethylammonium (diglycolamine salt), di(2—hydroxyethyl)- ammonium (diolamine salt), tris(2-hydroxyethyl)ammonium (trolamine salt), tris(2- hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N- trimethylethanolammonium (choline salt), furthermore onium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium, such as trimethylsulfonium, and sulfoxonium ions, preferably tri(C1-C4-a|ky|)su|foxonium, and finally the salts of polybasic amines such as N,N-bis-(3- aminopropyl)methylamine and diethylenetriamine.

Anions of useful acid addition salts are ily chloride, bromide, fluoride, iodide, hydrogensul- fate, methylsulfate, e, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also the anions of C1-C4- ic acids, preferably formate, acetate, propionate and butyrate.

Uracilpyridines of a (I), herbicidal compounds B and/or rs C as described herein having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable tive, for example as amides, such as mono- and di-C1-Cs-alkylamides or arylamides, as esters, for example as a||y| esters, propargyl esters, C1-C1o-alkyl esters, alkoxyalkyl esters, tefuryl ((tetra- hydrofurany|)methy|) esters and also as thioesters, for example as C1-C1o-alkylthio esters.

Preferred mono- and di-C1-Ce-alkylamides are the methyl and the dimethylamides. Preferred arylamides are, for example, the anilides and the 2—chloroanilides. Preferred alkyl esters are, for example, the , ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl hylhexyl), mep- tyl (1-methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) esters. red C1-C4-alkoxy-C1-C4- alkyl esters are the straight-chain or ed C1-C4-alkoxy ethyl esters, for example the 2- methoxyethyl, 2—ethoxyethyl, 2—butoxyethyl (butotyl), 2—butoxypropyl or 3-butoxypropyl ester. An example of a straight-chain or branched C1-C1o-alkylthio ester is the ethylthio ester.

The organic moieties mentioned in the tion of the variables R1 to R14 and R8‘ to Re, are - 40 like the term halogen - collective terms for individual enumerations of the individual group mem- bers. The term halogen denotes in each case fluorine, chlorine, bromine or iodine. All hydrocar- bon chains, e.g. all alkyl, alkenyl, alkynyl, alkoxy chains, can be straight-chain or branched, the prefix Cn'Cm denoting in each case the possible number of carbon atoms in the group.

Examples of such meanings are: - alkyl and also the C1-C3-alkyl moieties of di(C1-C3-alkyl)amino, C1-C3-alkoxy-C1-C3- alkyl: for example CH3, Csz, n-propyl and CH(CH3)2; - C1-C4-alkyl and also the C1-C4-alkyl moieties of phenyI-C1-C4-alkyl: for example CH3, Csz, n-propyl, CH(CH3)2, l, CH(CH3)—CzH5, CH2—CH(CH3)2 and C(CH3)3; - C1-Cs-alkyl and also the C1-Cs-alkyl moieties of C1-Ce-cyanoalkyl, C1-Cs-alkyoxy-C1-Cs- alkyl, C1-Cs-aIkoxy-C1-Cs-a|koxy-C1-Cs-a|ky|, di(C1-Cs-a|koxy)C1-Ce-a|ky|, C1-Cs-haloalkoxy-C1- Cs-alkyl, Cs-Cs-alkenyloxy—C1-Ce-alkyl, haloaIkenyloxy-C1-Cs-alkyl, Cs—Cs-alkenyloxy-C1- Cs-alkoxy-C1-Ce-alkyl, C1-Cs-alkylthio-C1-Ce-alkyl, C1-Cs-a|kylsulfinyI-C1-C5-alkyl, C1'CB' a|ky|su|fony|-C1-Cs-a|ky|, C1-Cs-alkylcarbonyI-C1-Ce-alkyl, C1-Cs-aIkoxycarbonyI-C1-Cs-a|ky|, C1- Cs-haloalkoxycarbonyI-C1-Cs-alkyl, Cs—Ce-a|kenyloxycarbonyI-C1-Cs-alkyl, C3-C6- a|kynyloxycarbonyI-C1-Cs-a|ky|, (C1-Cs-alkylcarbonyl)amino, C1-Cs-alkyl, (C1'CB' alkyl)amino-C1-Ce-alkyl, di(C1-Cs-alkyl)amino-C1-Ce-alkyl, aminocarbonyl-C1-Ce-alkyl, (C1-Ce- aminocarbonyI-C1-Cs-alkyl, di(C1-Cs-a|ky|)aminocarbonyI-C1-Cs-alkyl, Cs—Ce-cycloalkyI-C1- Cs-alkyl, Cs—Cs-heterocyclyI-C1-Cs-aIkyl: C1-C4-alkyl as mentioned above, and also, for example, n-pentyl, 1-methylbutyl, 2—methylbutyl, 3-methylbutyl, 2,2—dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2—dimethylpropyl, 1-methylpentyl, 2—methylpentyl, 3-methylpentyl, 4- methylpentyl, methylbutyl, 1,2—dimethylbutyl, 1,3-dimethylbutyl, 2,2—dimethylbutyl, 2,3- dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, lbutyl, trimethylpropyl, 1,2,2- trimethylpropyl, 1-ethylmethylpropyl or 1-ethylmethylpropyl, preferably methyl, ethyl, n— propyl, 1—methylethyl, n—butyl, 1,1—dimethylethyl, n—pentyl or n—hexyl; - C1-C3-haloalkyl: C1-C3-alkyl as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, for e, chloromethyl, dichloromethyl, trichlorome- thyl, fluoromethyl, difluoromethyl, oromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlo- rodifluoromethyl, bromomethyl, iodomethyl, 2—fluoroethyl, 2—chloroethyl, 2—bromoethyl, 2- hyl, 2,2—difluoroethyl, trifluoroethyl, 2—chloro-2—fluoroethyl, 2—chloro-2,2—difluoroethyl, 2,2—dichlorofluoroethyl, 2,2,2—trichloroethyl, pentafluoroethyl, 2—fluoropropyl, 3-fluoropropyl, 2,2—difluoropropyl, 2,3-difluoropropyl, ropropyl, ropropyl, 2,3-dichloropropyl, 2- bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3- pentafluoropropyl, heptafluoropropyl, 1-(f|uoromethyl)fluoroethyl, 1-(chloromethyl)-2— chloroethyl, 1-(bromomethyl)bromoethyl; - C1-C4—haloalkyl: C1-C4-alkyl as ned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, for example, chloromethyl, dichloromethyl, trichlorome- thyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, rofluoromethyl, chlo- rodifluoromethyl, bromomethyl, iodomethyl, 2—fluoroethyl, 2—chloroethyl, 2—bromoethyl, 2- iodoethyl, 2,2—difluoroethyl, 2,2,2—trifluoroethyl, 2—chloro-2—fluoroethyl, 2—chloro-2,2—difluoroethyl, 40 2,2—dichlorofluoroethyl, 2,2,2—trichloroethyl, pentafluoroethyl, 2—fluoropropyl, ropropyl, 2,2—difluoropropyl, 2,3-difluoropropyl, 2—chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2- bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3- pentafluoropropyl, heptafluoropropyl, 1-(f|uoromethyl)fluoroethyl, 1-(chloromethyl)-2— chloroethyl, 1-(bromomethyl)bromoethyl, 4-fluorobutyl, robutyl, 4-bromobutyl, no- nafluorobutyl, 1,1,2,2,-tetrafluoroethyl and 1-trifluoromethyl-1,2,2,2—tetrafluoroethyl; - C1-Cs—haloalkyl: C1-C4-haloalkyl as ned above, and also, for example, -fluoropentyl, 5-chloropentyl, 5-bromopentyl, 5-iodopentyl, undecafluoropentyl, 6-fluorohexyl, 6-chlorohexyl, 6-bromohexyl, 6-iodohexyl and dodecafluorohexyl; - Cs-Ce-alkenyl and also the C3-Cs-alkenyl es of Cs-Cs-alkenyloxy—C1-Cs-alkyl, C3-C6- alkenyloxy—C1-Cs-alkoxy-C1-Cs-alkyl, alkenyloxycarbonyl-C1-Cs-alkyl: for example 1- propenyl, 2—propenyl, 1-methylethenyl, 1-butenyl, 2—butenyl, nyl, 1-methylpropenyl, 2- methylpropenyl, 1-methyl-2—propenyl, yl-2—propenyl, 1-pentenyl, 2—pentenyl, 3-pentenyl, 4-pentenyl, 1-methylbutenyl, 2—methylbutenyl, 3-methylbutenyl, 1-methyl-2— butenyl, 2—methyl-2—butenyl, 3-methyl-2—butenyl, 1-methylbutenyl, 2—methylbutenyl, 3- methylbutenyl, 1,1-dimethyl-2—propenyl, 1,2—dimethylpropenyl, 1,2—dimethyl-2—propenyl, 1- ethylpropenyl, 1-ethylpropenyl, 1-hexenyl, 2—hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1- methylpentenyl, 2—methylpentenyl, 3-methylpentenyl, 4-methylpentenyl, 1-methyl- 2—pentenyl, 2—methyl-2—pentenyl, 3-methyl-2—pentenyl, 4-methylpentenyl, 1-methyl pentenyl, 2—methylpentenyl, 3-methylpentenyl, 4-methylpentenyl, 1-methylpentenyl, ylpentenyl, 3-methylpentenyl, ylpentenyl, 1,1-dimethyl-2—butenyl, 1,1- dimethylbutenyl, 1,2—dimethylbutenyl, 1,2—dimethyl-2—butenyl, 1,2—dimethylbutenyl, 1,3- dimethylbutenyl, 1,3-dimethyl-2—butenyl, 1,3-dimethylbutenyl, methylbutenyl, 2,3- dimethylbutenyl, 2,3-dimethyl-2—butenyl, 2,3-dimethylbutenyl, methylbutenyl, 3,3- dimethylbutenyl, 1-ethylbutenyl, 1-ethyl-2—butenyl, 1-ethylbutenyl, 2—ethylbutenyl, 2- ethylbutenyl, 2—ethylbutenyl, 1,1,2—trimethyl-2—propenyl, 1-ethylmethylpropenyl, 1- ethylmethylpropenyl and 1-ethylmethylpropenyl; - haloalkenyl and also the Cs-Ce—haloalkenyl moieties of Cs-Cs—haloalkenyloxy—C1-Cealkyl : a C3-Cs-alkenyl radical as ned above which is partially or fully substituted by fluo- rine, chlorine, bromine and/or iodine, for example 2—chloroprop-2—enyl, 3-chloroprop-2—en yl, 2,3-dichloroprop-2—eny|, 3,3-dichloroprop-2—eny|, 2,3,3-trichloro-2—eny|, 2,3- dichlorobutenyl, 2—bromoprop-2—enyl, 3-bromoprop-2—enyl, 2,3-dibromoprop-2—en yl, 3,3-dibromoprop-2—eny|, 2,3,3-tribromo-2—enyl or 2,3-dibromobut-2—enyl; - Cs-Cs-alkynyl and also the alkynyl moieties of Cs-Cs-a|kynyloxycarbonyl-C1-Ce-alkyl: for example 1-propynyl, 2—propynyl, nyl, 2—butynyl, 3-butynyl, 1-methylpropynyl, 1- pentynyl, ynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2—butynyl, ylbutynyl, 2—methyl butynyl, 3-methylbutynyl, 1,1-dimethyl-2—propynyl, 1-ethylpropynyl, 1-hexynyl, 2—hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2—pentynyl, 1-methylpentynyl, 1-methylpentynyl, 2—methylpentynyl, 2—methylpentynyl, 3-methylpentynyl, 3-methylpentynyl, 4-methyl pentynyl, 4-methylpentynyl, 1,1-dimethyl-2—butynyl, 1,1-dimethylbutynyl, 1,2—dimethyl butynyl, 2,2—dimethylbutynyl, 3,3-dimethylbutynyl, 1-ethylbutynyl, lbutynyl, 2- ethylbutynyl and 1-ethylmethylpropynyl; - Cs—Ce-haloalkynyl: a alkynyl l as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, for e 1,1-difluoropropynyl, 40 3-chloroprop-2—ynyl, 3-bromoprop-2—ynyl, 3-iodoprop-2—ynyl, robut-2—ynyl, 4- chlorobutynyl, 1 ,1-difluorobutynyl, 4-iodobutynyl, 5-fluoropentynyl, -iodopentynyl, 6-fluorohexynyl or 6-iodohexynyl; - C1-Cs-alkoxy and also the C1-C3-alkoxy moieties of C1-C3-alkoxy-C1-Cs-alkyl, C1-C3- alkoxycarbonyl: for example methoxy, ethoxy, propoxy; - C1-C4-alkoxy and also the C1-C4-alkoxy moieties of C1-C4-alkoxycarbonyl: for e methoxy, ethoxy, propoxy, 1-methylethoxy butoxy, 1-methylpropoxy, 2—methylpropoxy and 1,1- dimethylethoxy; - C1-Cs-alkoxy and also the C1-Cs-alkoxy moieties of C1-Cs-aIkyoxy-C1-Cs-alkyl, C1'CB' a|koxy—C1-Cs-a|koxy-C1-Cs-a|ky|, di(C1-Cs-a|koxy)C1-Ce-alky|, a|kenyloxy—C1-Cs-a|koxy-C1- Cs-alkyl, C1-Cs-aIkoxycarbonyI-C1-Cs-a|ky|: C1-C4-alkoxy as mentioned above, and also, for ex- ample, pentoxy, 1-methylbutoxy, 2—methylbutoxy, 3-methoxylbutoxy, 1,1-dimethylpropoxy, 1,2- dimethylpropoxy, 2,2—dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2- methylpentoxy, ylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, methylbutoxy, 1,3- ylbutoxy, 2,2—dimethylbutoxy, methylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2—ethylbutoxy, 1,1,2—trimethylpropoxy, 1,2,2—trimethylpropoxy, 1-ethylmethylpropoxy and 1- ethylmethylpropoxy. - haloalkoxy: a C1-C3-alkoxy radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, i.e., for e, fluoromethoxy, difluo- romethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, roethoxy, 2- chloroethoxy, 2—bromomethoxy, 2—iodoethoxy, 2,2—difluoroethoxy, 2,2,2—trifluoroethoxy, 2—chloro- 2—fluoroethoxy, 2—chloro-2,2—difluoroethoxy, 2,2—dichlorofluoroethoxy, 2,2,2—trichloroethoxy, pentafluoroethoxy, 2—fluoropropoxy, 3-fluoropropoxy, 2—chloropropoxy, 3-chloropropoxy, 2- ropoxy, 3-bromopropoxy, 2,2—difluoropropoxy, 2,3-difluoropropoxy, 2,3-dichloropropoxy, trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentaf|uoropropoxy, heptafluoropropoxy, 1-(fluoromethyl)fluoroethoxy, 1-(chloromethyl)chloroethoxy, 1-(bromomethyl) thoxy; - C1-C4—haloalkoxy: a C1-C4-alkoxy radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, i.e., for example, fluoromethoxy, difluo- romethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2—fluoroethoxy, 2- chloroethoxy, omethoxy, 2—iodoethoxy, 2,2—difluoroethoxy, 2,2,2—trifluoroethoxy, 2—chloro- roethoxy, ro-2,2—difluoroethoxy, 2,2—dichlorofluoroethoxy, 2,2,2—trichloroethoxy, pentafluoroethoxy, ropropoxy, 3-fluoropropoxy, 2—chloropropoxy, 3-chloropropoxy, 2- bromopropoxy, 3-bromopropoxy, fluoropropoxy, 2,3-difluoropropoxy, 2,3-dichloropropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentaf|uoropropoxy, heptafluoropropoxy, 1-(fluoromethyl)fluoroethoxy, 1-(chloromethyl)chloroethoxy, 1-(bromomethyl) bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy and uorobutoxy; - C1-Cs-haloalkoxy and also the C1-Cs—haloalkoxy moieties of haloalkoxy—C1-Cs-alkyl, C1-Cs—ha|oalkoxycarbonyI-C1-Cs-alkyl: a C1-C4—haloalkoxy as mentioned above, and also, for example, 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy , 6-fluorohexoxy, 6-chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy and dodecafluoro- hexoxy; - C1-Cg-alkylthio: for e methylthio, ethylthio, propylthio, 1-methylethylthio; - C1-C4-alkylthio: for example methylthio, ethylthio, propylthio, 1-methylethylthio, butylthio, 40 1-methylpropylthio, 2—methylpropylthio and 1,1-dimethylethylthio; - C1-Cs-alkylthio and also the C1-Cs-alkylthio moieties of C1-Cs-alkylthio-C1-Ce-alkyl: C1-C4- alkylthio as mentioned above, and also, for example, pentylthio, 1-methylbutylthio, 2—methylbutylthio , 3-methylbutylthio, 2,2—dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1,1-dimethylpropylthio , 1,2—dimethylpropylthio, 1-methylpentylthio, 2—methylpentylthio, 3-methyl- pentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2—dimethylbutylthio, 1,3-dimethylbutylthio 2,2—dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2- ethylbutylthio, 1,1,2—trimethylpropylthio, 1,2,2—trimethylpropylthio, 1-ethylmethylpropylthio and 1- ethyl-2—methylpropylthio; - C1-Cs-alkylsulfinyl (C1-Cs-alkyl-S(=O)-) and also the C1-Cs-alkylsulfinyl moieties of C1'CB' ulfinyl-C1-Ce-alkyl: for e sulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl , butylsulfinyl, 1-methylpropylsulfinyl, 2—methylpropylsulfinyl, methylethylsulfinyl , pentylsulfinyl, 1-methylbutylsulfinyl, 2—methylbutylsulfinyl, 3- methylbutylsulfinyl, 2,2—dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, 1,1-dimethylpropylsulfinyl, methylpropylsulfinyl, hexylsulfinyl, 1-methylpentylsulfinyl, 2—methylpentylsulfinyl, 3- methylpentylsulfinyl, 4-methylpentyl-sulfinyl, 1,1-dimethylbutylsulfinyl, 1,2—dimethylbutylsulfinyl, 1,3-dimethylbutyl-sulfinyl, 2,2—dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutyl- sulfinyl, 1-ethylbutylsulfinyl, 2—ethylbutylsulfinyl, 1,1,2—trimethylpropylsulfinyl, 1,2,2- trimethylpropylsulfinyl, 1-ethylmethylpropylsulfinyl and 1-ethyl-2—methylpropylsulfinyl; - C1-Cs-alkylsulfonyl (C1-Cs-alkyl-S(O)2-) and also the C1-Cs-alkylsulfonyl moieties of C1'CB' ulfonyl-C1-Ce-alkyl: for e methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1- methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2—methyl-propylsulfonyl, 1,1- dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2—methylbutylsulfonyl, 3- methylbutylsulfonyl, 1,1-dimethylpropylsulfonyl, 1,2—dimethylpropylsulfonyl, 2,2- ylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2- methylpentylsulfonyl, 3-methylpentylsulfonyl, 4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl, 1,2—dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl, 2,2—dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl , 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, lbutylsulfonyl, 1,1,2—trimethylpropylsulfonyl , 1,2,2—trimethylpropylsulfonyl, 1-ethylmethylpropylsulfonyl and 1-ethyl-2— methylpropylsulfonyl; - (C1-Cs-alkyl)amino: for example methylamino, ethylamino, propylamino, 1-methylethyl- amino; - (C1-C4-alkyl)amino: for example methylamino, ethylamino, propylamino, 1-methylethyl- amino, mino, 1-methylpropylamino, 2—methylpropylamino or 1,1-dimethylethylamino; - (C1-Cs-alkyl)amino: (C1-C4-alkylamino) as mentioned above, and also, for example, pentylamino , ylbutylamino, 2—methylbutylamino, 3-methylbutylamino, 2,2- dimethylpropylamino, 1-ethylpropylamino, hexylamino, 1,1-dimethylpropylamino, 1,2- dimethylpropylamino, 1-methylpentylamino, 2—methylpentylamino, 3-methylpentylamino, 4- methylpentylamino, 1,1-dimethylbutylamino, 1,2—dimethylbutylamino, 1,3-dimethylbutylamino, 2,2—dimethylbutylamino, 2,3-dimethylbutyl-amino 3,3-dimethylbutylamino, 1-ethylbutylamino, 2- ethylbutylamino, 1,1,2—trimethylpropylamino, 1,2,2—trimethyl-propylamino, 1-ethyl methylpropylamino or 1-ethyl-2—methylpropylamino; - di(C1-Ce-alkyl)amino: di(C1-C4-alkyl)amino as mentioned above, and also, for e, N- methyl-N-pentylamino, N-methyl-N-(1-methylbutyl)amino, N-methyl-N-(2—methylbutyl)amino, N- 40 methyl-N-(3-methylbutyl)amino, N-methyl-N-(2,2—dimethylpropyl)amino, N-methyl-N-(1- ethylpropyl)amino, N-methyl-N-hexylamino, N-methyl-N-(1,1-dimethylpropyl)amino, N-methyl-N- (1 ,2—dimethylpropyl)amino, N-methyl-N-(1-methylpentyl)amino, N-methyl-N-(2— methylpentyl)amino, N-methyl-N-(3-methylpentyl)amino, yl-N-(4-methylpentyl)amino, N- methyl-N-(1,1-dimethylbutyl)amino, N-methyl-N-(1,2—dimethylbutyl)amino, N-methyl-N-(1,3- dimethylbutyl)amino, yl-N-(2,2—dimethylbutyl)amino, N-methyl-N-(2,3- dimethylbutyl)amino, N-methyl-N-(3,3-dimethylbutyl)amino, N-methyl-N- (1-ethylbutyl)amino, N- methyl-N-(2—ethylbutyl)amino, N-methyl-N-(1,1,2—trimethylpropyl)amino, N-methyl-N- (1 ,2,2— trimethylpropyl)amino, N-methyl-N-(1-ethylmethylpropyl)amino, yl-N- (1-ethyl-2— methylpropyl)amino, N-ethyl-N-pentylamino, l-N-(1-methylbutyl)amino, N-ethyl-N-(2— methylbutyl)amino, l-N-(3-methylbutyl)amino, N-ethyl-N-(2,2—dimethylpropyl)amino, N- ethyl-N-(1-ethylpropyl)amino, N-ethyl-N-hexylamino, N-ethyl-N-(1,1-dimethylpropyl)amino, N- ethyl-N-(1,2—dimethylpropyl)amino, N-ethyl-N-(1-methylpentyl)amino, N-ethyl-N-(2—methylpentyl )amino, N-ethyl-N-(3-methylpentyl)amino, N-ethyl-N-(4-methylpentyl)amino, N-ethyl-N- (1 ,1-dimethylbutyl)amino, l-N-(1,2—dimethylbutyl)amino, N-ethyl-N-(1,3- dimethylbutyl)amino, N-ethyl-N-(2,2—dimethylbutyl)amino, N-ethyl-N-(2,3-dimethylbutyl)amino, N-ethyl-N-(3,3-dimethylbutyl)amino, N-ethyl-N-(1-ethylbutyl)amino, N-ethyl-N-(2— ethylbutyl)amino, N-ethyl-N-(1,1,2—trimethylpropyl)amino, N-ethyl-N-(1,2,2— trimethylpropyl)amino, l-N-(1-ethylmethylpropyl)amino, l-N-(1-ethyl-2— methylpropyl)amino, N-propyl-N-pentylamino, N-butyl-N-pentylamino, N,N-dipentylamino, N- propyl-N-hexylamino, N-butyl-N-hexylamino, N-pentyl-N-hexylamino or N,N-dihexylamino; - Cs-Cs-cycloalkyl and also the cycloalkyl moieties of Cs-Ce-cycloalkyl-C1-Cs-alkyl: monocy— clic saturated hydrocarbons having 3 to 6 ring members, such as cyclopropyl, utyl, cyclo- pentyl and cyclohexyl; - Cs-Ce—heterocyclyl and also the heterocyclyl moieties of Cs-Cs—heterocyclyl-C1-Cs-alkyl: aliphatic heterocycle having 3 to 6 ring members which, in addition to carbon atoms, contains1 to 4 nitrogen atoms, or 1 to 3 nitrogen atoms and an oxygen or sulphur atom, or an oxygen or a sulphur atom, for example three- or four-membered heterocycles like 2-oxetanyl, 3-oxetanyl, 2-thietanyl, 3-thietanyl, 1- azetidinyl, 2-azetidinyl, 1-azetinyl, inyl; five-membered saturated heterocycles like 2- tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 1-pyrrolidinyl,2— pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 2-isothiazolidinyl, 3- isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 1-pyrazolidinyl, zolidinyl, 4- pyrazolidinyl, 5-pyrazolidinyl, olidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4- thiazolidinyl, 5-thiazolidinyl, 1-imidazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 3-oxazolidinyl, 1,2,4-oxadiazolidinyl, 1,2,4-oxadiazolidinyl, zolidinyl, 1,2,4-thiadiazolidinyl, 1,2,4- thiadiazolidinyl, 1,2,4-triazolidinyl, 1,2,4-oxadiazolidin-2—yl, oxadiazolidinyl, 1,3,4- zolidinyl, 1,2,4-thiadiazolidinyl, 1,2,4-thiadiazolidinyl, 1,3,4-thiadiazolidinyl, 1,2,4-triazolidinyl, 1,3,4-triazolidin-2—yl; six-membered saturated heterocycles like 1- piperidinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1,3—dioxan—5—yl, 1,4-dioxanyl, 1,3-dithian yl, 1,3-dithianyl, athianyl, athianyl, 2—tetrahydropyranyl, 3-tetrahydopyranyl, 4— tetrahydropyranyl, 2—tetrahydrothiopyranyl, 3—tetrahydrothiopyranyl,4—tetrahydrothiopyranyl, 1- hexahydropyridazinyl, 3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 1-hexahydropyrimidinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 1-piperazinyl, 2- 40 piperazinyl, 1,3,5-hexahydrotriazinyl, 1,3,5-hexahydrotriazin-2—yl, 1,2,4-hexahydrotriazinyl, 1 ,2,4-hexahydrotriazinyl, tetrahydro-1,3-oxazinyl, tetrahyd ro-1 ,3-oxazinyl, yd ro- 1,3-oxazinyl, 1-morpholinyl, 2-morpholinyl, 3-morpholinyl; - 5- or 6 membered heteroaryl: aromatic heteroaryl having 5 or 6 ring members which, in on to carbon atoms, contains 1 to 4 nitrogen atoms, or 1 to 3 nitrogen atoms and an oxy- gen or sulphur atom, or an oxygen or a sulphur atom, for example 5-membered aromatic rings like furyl (for e 2-furyl, 3-furyl), thienyl (for example 2-thienyl, 3-thienyl), yl (for ex- ample pyrrolyl, pyrrolyl), pyrazolyl (for example pyrazolyl, lyl), olyl (for example isoxazolyl, isoxazolyl, olyl), isothiazolyl (for example isothiazolyl, iso- thiazolyl, isothiazolyl), imidazolyl (for example imidazoleyl, imidazoleyl), oxazolyl (for example oxazolyl, oxazolyl, oxazolyl), thiazolyl (for example thiazolyl, thiazolyl, thiazolyl), oxadiazolyl (for example 1,2,3-oxadiazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazol- 3-yl, 1,2,4-oxadiazol—5-yl, 1,3,4-oxadiazol-2—yl), thiadiazolyl (for example 1,2,3-thiadiazolyl, thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl-2—yl), lyl (for example 1,2,3-triazolyl, 1,2,4-triazolyl); 1-tetrazolyl; 6-membered ic rings like pyridyl (for e neyl, pyridineyl, pyridineyl), pyrazinyl (for example pyridazin- 3-yl, pyridazinyl), pyrimidinyl (for example pyrimidinyl, pyrimidinyl, pyrimidinyl), pyra- zinyl, triazinyl (for example 1,3,5-triazin-2—yl, 1,2,4—triazinyl, 1,2,4-triazinyl, 1,2,4-triazin- 6-y|); - 3- to 7-membered carbocyclus: a three- to seven-membered monocyclic, saturated, partial unsaturated or aromatic cycle having three to seven ring s which comprises apart from carbon atoms optionally one or two ring members selected from the group consisting of -N(R12)- , -N=N-, -C(=O)-, -O- and -S-.

The preferred embodiments of the invention mentioned herein below have to be understood as being preferred either independently from each other or in ation with one another.

According to a preferred embodiment of the invention preference is also given to those uracilpyridines of formula (I), wherein the variables, either independently of one another or in com- bination with one another, have the following gs: Preferred are the pyridines of formula (I) wherein R1 is hydrogen, NH2 or C1-Cs-alkyl; preferably is NH2 or C1-C4-alkyl; particularly preferred is NH2 or CH3; also preferably is C1-Cs-alkyl; particularly preferred is C1-C4-alkyl; especially preferred is CH3.

Also preferred are the uracilpyridines of formula (I) wherein R2 is C1-Ce-alkyl or C1-Ce-haloalkyl; preferably is C1-C4-alkyl or C1-C4—haloalkyl; 40 more preferred is C1-C4—haloalkyl; particularly red is C1-Cz-haloalkyl; especially red is CFs.

Also preferred are the uracilpyridines of formula (I) wherein R3 is H; also preferably is C1-Cs-alkyl, particularly red is C1-C4-alkyl, especially preferred is CH3.

Also preferred are the uracilpyridines of formula (I) n R4 is H, F or Cl; particularly preferred is H or F; especially preferred is H; also particularly preferred is H or Cl; especially preferred is Cl; also ularly preferred is F or Cl; especially preferred is F.

Also preferred are the uracilpyridines of formula (I) wherein R5 is n or CN; preferably F, Cl, Br or CN; particularly preferred is F, Cl or CN; especially preferred is Cl or CN; more preferred is Cl; also more preferred is ON; also especially preferred is F or Cl; more preferred is F.

Also preferred are the uracilpyridines of formula (I) wherein R6 is H, C1-Cs-alkyl, haloalkyl, C1-Cg-alkoxy, C1-Cg-haloalkoxy or C1-Cs-alkylthio; particularly preferred is H, C1-C3-alkyl, C1-C3-haloalkyl or alkoxy; especially red is H, C1-C3-alkyl or C1-C3-alkoxy; more preferred is H, CH3 or OCHs.

Also red are the pyridines of formula (I) wherein R7 is H, halogen or C1-Cs-alkyl; particularly preferred is H, F or CH3; especially preferred is H.

Also preferred are the uracilpyridines of formula (I) wherein R8 is 0R9, SR9, NR10R11, NR9S(O)2R100r NR9S(O)2NR10R11; particularly preferred is 0R9, NR10R11, )2R10 or NR9S(O)2NR10R11; especially preferred 0R9, NR98(O)2R10 or NR9S(O)2NR10R11; 40 especially preferred is OR9 or NR9S(O)2R10.

Also preferred are the uracilpyridines of formula (I) wherein R9 is hydrogen, C1-Cs-alkyl, Cs-Cs-alkenyl, Cg-Cs-alkynyl, C1-Cs-haloalkyl, Cs-Cs-haloalkenyl, Cs-Cs-haloalkynyl, C1-Cs-cyanoalkyl, C1-Cs-alkoxy-C1-Cs-alkyl, C1-Cs-alkoxy-C1-Cs-alkoxy- C1-Cs-alkyl, Ce-a|koxy)C1-Cs-alky|, C1-Cs-haloaIkoxy-C1-Cs-alkyl, C3-Cs-alkenyloxy- C1-Cs-alkyl, Cs-Cs-haloaIkenyloxy-C1-Cs-alkyl, Cs—Cs-a|kenyloxy—C1-Cs-aIkoxy-C1-Cs-alkyl, C1-Ce-alkylthio-C1-Cs-alkyl, C1-Ce-alkylsulfinyl-C1-Cs-alkyl, C1-Cs-alkylsulfonyl-C1-Ce-alkyl, C1-Cs-alkylcarbonyI-C1-Ce-alkyl, aIkoxycarbonyI-C1-Cs-a|ky|, C1-Cs—haloalkoxy- carbonyl-C1-Cs-alkyl, Cs—Ce-a|kenyloxycarbonyI-C1-Cs-alkyl, Cs—Ce-aIkynyloxycarbonyI-C1- yl, amino, (C1-Ce-alkyl)amino, di(C1-Cs-alkyl)amino, (C1-Cs-alkylcarbonyl)amino, amino-C1-Cs-alkyl, -a|ky|)amino-C1-Cs-a|ky|, di(C1-Ce-a|ky|)amino-C1-Cs-a|ky|, aminocarbonyI-C1-Cs-alkyl , (C1-Cs-a|ky|)aminocarbonyI-C1-Cs-alkyl, di(C1-Csa |ky|)aminocarbonyI-C1-Cs-alkyl, -N=CR12R13, wherein R12 and R13 independently of one r are H, C1-C4-alkyl or ; Cs—Cs-cycloalkyl, Cs—Ce-cycloaIkyI-C1-Cs-alkyl, Cs—Ce—heterocyclyl, phenyl, phenyl-C1-C4- alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14 or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -O- and -S-, and which yclus is optionally tuted with one to four substituents se- lected from R14, wherein R14 is halogen, N02, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4- alkoxy or C1-C4-alkoxycarbonyl; preferably is hydrogen, alkyl, Cs-Cs-alkenyl, Cs-Cs-alkynyl, haloalkyl, C1-Cs- alkoxy—C1-Cs-alkyl, di(C1-Cs-a|koxy)C1-Ce-alky|, C1-Cs-a|ky|carbonyI-C1-Cealkyl , C1-Cs-a|koxycarbonyI-C1-Ce-alkyl or Cs-Ce-cycloalkyI-C1-Cs-alkyl; particularly preferred is hydrogen, C1-Cs-alkyl, Cs-Cs-alkenyl, Cs-Cs-alkynyl or 01 haloalkyl; also particularly preferred is hydrogen, C1-Cs-alkyl, C3-Cs-alkenyl or Cs-Cs-alkynyl; especially preferred is hydrogen, C1-Cs-alkyl, or Cs-Cs-alkynyl; more preferred is hydrogen, CH3, Csz, CH20H=CH2 or CHzcECH; most preferred is hydrogen, CH3, Csz or CHzcECH.

Also preferred are the uracilpyridines of formula (I) wherein R10 is H, C1-Cs-alkyl or cycloalkyl; particularly preferred is H or C1-Cs-alkyl; more preferred is H; 40 also more preferred is C1-Cs-alkyl.

Also preferred are the uracilpyridines of formula (I) wherein R11 is H, C1-Cs-alkyl or C1-Cs-aIkoxycarbonyI-C1-Cs-a|ky|; particularly preferred is H or C1-Cs-alkyl; more preferred is H; also more red is C1-Cs-alkyl.

Also preferred are the uracilpyridines of formula (I) n R12 is phenyl or C1-C4-alkyl; particularly preferred is phenyl or CH3; also particularly preferred is phenyl; also particularly preferred is alkyl.

Also preferred are the uracilpyridines of formula (I) wherein R13 is phenyl or C1-C4-alkyl; particularly preferred is phenyl or CH3; also particularly preferred is phenyl; also particularly preferred is C1-C4-alkyl.

Also preferred are the uracilpyridines of formula (I) wherein R14 is halogen or C1-Cs-alkyl; particularly preferred is F, Cl or CH3; also particularly preferred is halogen; especially preferred is F or Cl; also particularly preferred is C1-Cs-alkyl; ally preferred is CH3.

Also preferred are the uracilpyridines of formula (I) wherein n is 1 or 2; particularly red is 2; also particularly preferred is 1.

Also preferred are the uracilpyridines of formula (I) wherein Q is O, 8, 80, 802, NH or (C1-Cg-alkyl)N; preferably is O or S; particularly preferred is 0.

Also preferred are the uracilpyridines of formula (I) wherein W is 0, also preferably is 8.

Also preferred are the uracilpyridines of formula (I) wherein X is 0, 40 also ably is 8.

Also red are the uracilpyridines of formula (I) wherein Y is 0, also preferably is S.

Also red are the uracilpyridines of formula (I) wherein Z is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy and C1'CB' haloalkoxy; preferably is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group con- sisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy and 01 haloalkoxy; also preferably is l, which is optionally substituted by 1 to 4 substituents ed from the group con- sisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy and 01 haloalkoxy.

Also preferred are the uracilpyridines of formula (I) wherein Z is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group ting of halogen, CN, alkyl, C1-Cs—haloalkyl, C1-Ce-alkoxy and 01 koxy; preferably is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, C1-Cs-alkyl, haloalkyl, C1-Cs-alkoxy or 01 haloalkoxy; particularly red is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen or C1-Cs-alkyl; especially preferred is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of F, CI or CH3; more preferred is phenyl or pyridyl, each of which is tituted. 40 Also preferred are the uracilpyridines of formula (I) wherein Z is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group con- sisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy and 01 haloalkoxy; preferably is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group con- sisting of halogen, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy or C1-Ce-haloalkoxy; particularly preferred is , which is optionally substituted by 1 to 4 substituents selected from the group con- sisting of halogen or alkyl; especially preferred is phenyl which is optionally substituted by 1 to 4 substituents selected from the group con- sisting of F, Cl or CH3; more preferred is unsubstituted phenyl.

Also preferred are the uracilpyridines of formula (I) wherein Z is pyridyl, which is optionally substituted by 1 to 3 substituents selected from the group con- sisting of halogen, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy and 01 haloalkoxy; preferably is pyridyl, which is optionally tuted by 1 to 3 substituents selected from the group con- sisting of halogen, alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy or C1-Ce-haloalkoxy; particularly preferred is pyridyl, which is optionally substituted by 1 to 3 substituents selected from the group con- sisting of halogen or C1-Cs-alkyl; especially preferred is pyridyl, which is optionally tuted by 1 to 3 substituents selected from the group con- sisting of F, Cl or CH3; more preferred is unsubstituted pyridyl.

Also red are the pyridines of formula (I) wherein Z is selected from the group consisting of Z1 to 229 WO 02768 N ** Ra \ * N *9: R8I I\N RC Z-26 2-28 2-29 wherein * denotes the point of attachment of Z to X; ** denotes the point of attachment of Z to Q; and R8, Rb, RC, Rd and Re independently of one another are H, n, CN, C1-Ce-alkyl, C1-Ce-haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; preferably H, halogen, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy or C1'CB' haloalkoxy; particularly preferred H, halogen or C1-Cs-alkyl; especially preferred H, F, Cl, or CH3; more preferred H.

Also preferred are the uracilpyridines of formula (I) wherein Z is selected from the group ting of Z1, 22, Z3, Z4, Z5, ZS, Z7, Z3, 29, 210, Z“, 212, Z13 and 221 as defined above; particularly preferred is selected from the group consisting of Z1, 22, Z4, Z5, ZS, Z7, Z3, 29, 210, Z11 and 221 as defined above; more particularly preferred is selected from the group ting of 21, Z4, Z5, ZS, Z7 and 221 as defined above; especially preferred is selected from the group ting of Z1, Z4, Z5, 26 and Z7 as de- fined above; more preferred is selected from the group consisting of Z1 and Z7 as d above.

Also preferred are the uracilpyridines of formula (I) wherein Z is selected from the group consisting of Z1, 22, Z3, Z4, Z5, ZS, Z7, Z3, 29, Z10, Z11, Z12, Z13 and 221 as defined above; wherein R8, Rb, RC, Rd and Re ndently of one another are H, halogen, CN, alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; preferably H, halogen, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy or C1'CB' koxy; particularly preferred H, halogen or alkyl; especially preferred H, F, CI, or CH3; more preferred H; particularly preferred is selected from the group consisting of Z1, 22, Z4, Z5, ZS, Z7, Z3, 29, Z10, Z11 and 221 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; preferably H, halogen, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy or C1'CB' haloalkoxy; particularly preferred H, halogen or C1-Cs-alkyl; especially preferred H, F, CI, or CH3; more preferred H; more particularly preferred is ed from the group consisting of 21, Z4, Z5, ZS, Z7, and 221 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; preferably H, halogen, C1-Cs-alkyl, haloalkyl, C1-Cs-alkoxy or C1'CB' koxy; particularly preferred H, halogen or C1-Cs-alkyl; ally preferred H, F, CI, or CH3; more preferred H; especially preferred is selected from the group consisting of Z1, Z4, Z5, 26 and Z7 as de- 40 fined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; preferably H, halogen, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy or C1'CB' haloalkoxy; particularly red H, halogen or C1-Cs-alkyl; ally preferred H, F, CI, or CH3; more preferred H; more preferred is selected from the group consisting of Z1 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, n, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy, C1-Ce-haloalkoxy; preferably H, n, C1-Cs-alkyl, C1-Cs-haloalkyl, alkoxy or 01 haloalkoxy; particularly preferred H, halogen or C1-Cs-alkyl; especially preferred H, F, CI, or CH3; more preferred H.

Also preferred are the uracilpyridines of formula (I) wherein R1 is C1-Cs-alkyl, R2 is C1-C4—haloalkyl, R3 is H, and Y is 0.

Also red are the uracilpyridines of formula (I) wherein R4 is H or F, and R5 is F, Cl, Br or CN.

Also preferred are the uracilpyridines of formula (I) wherein R4 is H or F, and R5 is F, CI or CN.

Also preferred are the uracilpyridines of formula (I) wherein R6 is H, C1-Cg-alkyl or C1-Cs-alkoxy, and R7 is H.

Also preferred are the uracilpyridines of formula (I) wherein R8 is 0R9» NR98(O)2R10 or NR9S(O)2NR10R11, wherein R9 is hydrogen, C1-Cs-alkyl, Cs-Ce-alkenyl, Cg-Cs-alkynyl, C1-Cs-haloalkyl, C1-Cs-alkoxy- C1-Cs-alkyl, di(C1-Ce-a|koxy)C1-Cs-alky|, C1-Cs-alkylcarbonyI-C1-Ce-alkyl, C1-Cs- aIkoxycarbonyI-C1-Cs-alkyl or Cs-Ce-cycloaIkyI-C1-Cs-alkyl; and R10, R11 are C1-Cs-alkyl.

Also red are the uracilpyridines of formula (I) n n is 1.

Also preferred are the uracilpyridines of formula (I) wherein Q, W and X are 0.

Also preferred are the uracilpyridines of a (I) n R1 is hydrogen, NH2 or C1-Cs-alkyl; R2 is C1-Cs-alkyl or C1-Ce—haloalkyl; R3 is H; R4 is H or halogen; R5 is halogen or CN; R6 is H, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, haloalkoxy or C1-C3-alkylthio; R7 is H; R8 is 0R9, SR9, NR10R11, )2R10 or NR9S(O)2NR10R11; wherein R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl, C1-Cs-haloalkyl, C3-C6- haloalkenyl, Cs—Ce—haloalkynyl, C1-Cs-cyanoalkyl, C1-Ce-alkoxy-C1-Cs-alkyl, C1'CB' a|koxy—C1-Cs-a|koxy-C1-Cs-aIkyl, di(C1-Cs-a|koxy)C1-Ce-alky|, haloalkoxy-C1- Cs-alkyl, Cs-Cs-alkenyloxy—C1-Ce-alkyl, Cg-Cs-haloaIkenyloxy-C1-Cs-alkyl, C3-C6- a|kenyloxy—C1-Cs-a|koxy-C1-Cs-aIkyl, C1-Cs-alkylthio-C1-Ce-alkyl, C1-Cs-alkylsulfinyl- C1-Cs-alkyl, C1-Cs-alkylsulfonyl-C1-Ce-alkyl, C1-Cs-alkylcarbonyl-C1-Ce-alkyl, C1-Cs- a|koxycarbonyI-C1-Cs-alkyl, C1-Cs-ha|oalkoxycarbonyI-C1-Cs-alkyl, C3-C6- a|kenyloxycarbonyI-C1-Cs-alkyl, amino, (C1-Cs-alky|)amino, di(C1-Ce-a|ky|)amino, -a|ky|carbony|)amino, amino-C1-Cs-alkyl, (C1-Cs-a|ky|)amino-C1-Cs-alky|, di(C1-Cs-alkyl)amino-C1-Ce-alkyl, aminocarbonyl-C1-Ce-alkyl, (C1-Cs-alkyl)aminocarbonyl-C1-Cs-alkyl , di(C1-Cs-a|ky|)aminocarbonyI-C1-Cs-alkyl, -N=CR12R13, wherein R12 and R13 independently of one another are H, alkyl or phe- Cs—Cs-cycloalkyl, Cs—Ce-cycloaIkyI-C1-Cs-alkyl, Cs—Ce—heterocyclyl, , phenyl-C1- C4-alkyl or a 5- or 6 membered aryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substi- tuted by one to four substituents selected from R14 or a 3- to 7-membered car- bocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, - C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; R10 is C1-Cs-alkyl; R11 is H or C1-Cs-alkyl; 40 R12 is phenyl or CH3; R13 is phenyl or CH3; R14 is halogen or C1-Cs-alkyl; 3 is 1 or 2; is o, s, so, 802, NH or (C1-Cs-alky|)N; N-<><E is O; is O; is 0; Z1, 22, Z3, Z4, Z5, ZS, Z7, Z3, 29, Z10, Z11, Z12, Z13 and 221 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy, C1-Cs-haloalkoxy; particularly preferred are the uracilpyridines of formula (I) wherein R1 is NH2 or C1-C4-alkyl; R2 is C1-C4-alkyl or C1-C4-haloalkyl; R3 is H; R4 is H or halogen; R5 is halogen or CN; R6 is H, C1-Cs-alkyl, C1-Cs-haloalkyl or C1-C3-alkoxy; R7 is H; R8 0R9, NR10R11, NR98(O)2R10 or NR98(O)2NR10R11; wherein R9 is en, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl, C1-Cs—haloalkyl, C1-Cs-alkoxy- C1-Cs-alkyl, di(C1-Cs-alkoxy)C1-Cs-alkyl, C1-Cs-alkylcarbonyl-C1-Ce-alkyl, C1-Cs- alkoxycarbonyl-C1-Cs-alkyl or Cs-Ce-cycloalkyl-C1-Cs-alkyl; R10 is C1-Cs-alkyl; R11 is H or C1-Cs-alkyl; is 1; is O, 8, 80, 802, NH or (C1-Cs-alkyl)N; N-<><EQ: is O; is O; is O; is selected from the group consisting of Z1, 22, Z4, Z5, ZS, Z7, Z3, 29, Z10, Z11 and 221 as d above, wherein R8, Rb, RC, Rd and Re ndently of one another are H, halo- gen, CN, alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy, C1-Cs—haloalkoxy; especially preferred are the uracilpyridines of formula (I) wherein R1 is NH2 or CH3; R2 is C1-C4—haloalkyl; R3 is H; R4 is H, F or Cl; R5 is F, Cl, Br or CN; R6 is H, C1-Cg-alkyl or C1-C3-alkoxy; 40 R7 is H; R8 is OR9 or )2R10, wherein R9 is hydrogen, C1-Cs-alkyl, alkenyl, Cs-Cs-alkynyl or C1-Cs—haloalkyl, and R10 is C1-Ce-alkyl; is 1; N-<><EO is O or S; is O; is O; is O; is ed from the group consisting of Z1, Z4, Z5, ZS, Z7 and 221 as defined above, where- in R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1- oalkyl, C1-Cs-alkoxy, C1-Ce-haloalkoxy; also especially preferred are the uracilpyridines of formula (I) wherein R1 is NH2 or CH3; R2 is C1-C4—haloalkyl; R3 is H; R4 is H, F or Cl; R5 is F, Cl or CN; R6 is H, C1-Cg-alkyl or C1-C3-alkoxy; R7 is H; R8 is OR9 or )2R10, wherein R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl or C1-Cs—haloalkyl, and R10 is C1-Ce-alkyl; N-<><EQ: is 1; is O or S; is O; is O; is O; is selected from the group consisting of Z1, Z4, Z5, 26 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, haloalkoxy; more preferred are the uracilpyridines of formula (I) wherein R1 is CH3; R2 iS CFs; R3 is H; R4 is H, F or Cl; R5 is F, Cl, Br or CN; R6 is H, CH3 or OCHs; R7 is H; R8 is OR9 or NR98(O)2R10; wherein 40 R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, or alkynyl, and R10 is C1-Ce-alkyl; O: is 1; is O; is O; N-<>< is O; is O; is selected from the group consisting of 21 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1- Cs-alkoxy, C1-Ce—haloalkoxy. also more red are the uracilpyridines of formula (I) wherein R1 iS CH3; R2 iS CFs; R3 is H; R4 is H, F or Cl; R5 is F, Cl or CN; R6 is H, CH3 or OCHs; R7 is H; R8 is OR9 or NR98(O)2R10; n R9 is hydrogen, C1-Cs-alkyl, or Cg-Cs-alkynyl, and R10 is C1-Ce-alkyl; N-<><EQ: is 1; is O; is O; is O; is O; is ed from the group consisting of 21 and Z7 as d above, wherein R8, Rb, RC, Rd and Re independently of one r are H, halogen, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1- Cs-alkoxy, C1-Ce—haloalkoxy.

Also preferred are the uracilpyridines of formula (I) wherein R1 iS CH3; R2 iS CFs; R3 is H; R4 is H, F or Cl; R5 is F, Cl, Br or CN; R6 is H, CH3 or OCHs; R7 is H; R8 0R9, SR9, NR10R11, , NR98(O)2R10 or NR9S(O)2NR10R11, wherein R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl, C1-Cs—haloalkyl, C3-C6- haloalkenyl, Cs—Ce-haloalkynyl, C1-Cs-cyanoalkyl, C1-Ce-alkoxy-C1-Cs-alkyl, C1'CB' 40 alkoxy—C1-Cs-alkoxy-C1-Cs-alkyl, di(C1-Cs-alkoxy)C1-Ce-alkyl, C1-Cs-haloalkoxy-C1- Cs-alkyl, Cs-Cs-alkenyloxy—C1-Ce-alkyl, Cg-Cs-haloalkenyloxy—C1-Cs-alkyl, C3-C6- alkenyloxy—C1-Cs-alkoxy-C1-Cs-alkyl, C1-Cs-alkylthio-C1-Ce-alkyl, C1-Cs-alkylsulfinyl- C1-Cs-alkyl, C1-Cs-alkylsulfonyl-C1-Ce-alkyl, C1-Cs-alkylcarbonyl-C1-Ce-alkyl, C1-Csalkoxycarbonyl-C1-Cs-alkyl , C1-Cs—haloalkoxycarbonyl-C1-Cs-alkyl, C3-C6- a|kenyloxycarbonyI-C1-Cs-alkyl, C3-Cs-alkynyloxycarbonyI-C1-Cs-alkyl, amino, (C1- Cs-alky|)amino, di(C1-Ce-a|ky|)amino, (C1-Cs-alkylcarbony|)amino, amino-C1-Cs-alkyl, (C1-Cs-alkyl)amino-C1-Cs-alkyl, di(C1-Cs-alkyl)amino-C1-Ce-alkyl, aminocarbonyl-C1- Ce-alkyl, (C1-Cs-alkyl)aminocarbonyl-C1-Cs-alkyl, di(C1-Cs-alkyl)aminocarbonyl-C1- Ce-alkyl, -N=CR12R13, wherein R12 and R13 independently of one another are H, alkyl or phenyl; Cs—Cs-cycloalkyl, Cs—Ce-cycloaIkyI-C1-Cs-alkyl, Cs—Ce—heterocyclyl, C3-C6- heterocycIyI—C1-Cs-a|ky|, phenyl, phenyl-C1-C4-alkyl or a 5- or 6 membered het- eroaryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substi- tuted by one to four substituents ed from R14 or a 3- to 7-membered car- which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14 is halogen, N02, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1- oxy or C1-C4-alkoxycarbonyl; R10, R11 independently of one another are R9, or together form a 3- to 7-membered carbocyclus which yclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents se- lected from R14; is 1; is O; N-<><EQ: is O; is O; is O; is selected from the group consisting of Z1 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re ndently of one another are H, halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1- Cs-alkoxy, C1-Ce—haloalkoxy.

Also red are the pyridines of a (I) wherein R1 iS CH3; 40 R2 iS CFs; R3 is H; R4 is H, F or Cl; R5 is F, Cl or CN; R6 is H, CH3 or OCHs; R7 is H; R8 0R9, SR9, NR10R11, NR9OR9, NR98(O)2R10 or NR9S(O)2NR10R11, n R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl, C1-Cs—haloalkyl, C3-C6- kenyl, Cs—Ce—haloalkynyl, C1-Cs-cyanoalkyl, C1-Ce-alkoxy-C1-Cs-alkyl, C1'CB' a|koxy—C1-Cs-a|koxy-C1-Cs-a|ky|, di(C1-Cs-a|koxy)C1-Ce-alky|, haloalkoxy-C1- Cs-alkyl, Cs-Cs-alkenyloxy—C1-Ce-alkyl, Cg-Cs-haloaIkenyloxy-C1-Cs-alkyl, C3-C6- a|kenyloxy—C1-Cs-a|koxy-C1-Cs-a|ky|, C1-Cs-alkylthio-C1-Ce-alkyl, C1-Cs-alkylsulfinyl- alkyl, C1-Cs-alkylsulfonyl-C1-Ce-alkyl, C1-Cs-alkylcarbonyl-C1-Ce-alkyl, C1-Csa |koxycarbonyI-C1-Cs-alkyl, C1-Cs—haloalkoxycarbonyI-C1-Cs-alkyl, C3-C6- a|kenyloxycarbonyI-C1-Cs-alkyl, C3-Cs-alkynyloxycarbonyI-C1-Cs-alkyl, amino, (C1- Cs-alky|)amino, di(C1-Ce-a|ky|)amino, (C1-Cs-alkylcarbony|)amino, amino-C1-Cs-alkyl, (C1-Cs-alkyl)amino-C1-Cs-alkyl, Cs-alkyl)amino-C1-Ce-alkyl, aminocarbonyl-C1- Ce-alkyl, -alkyl)aminocarbonyl-C1-Cs-alkyl, di(C1-Cs-alkyl)aminocarbonyl-C1- Ce-alkyl, -N=CR12R13, wherein R12 and R13 independently of one another are H, C1-C4-alkyl or phenyl; Cs—Cs-cycloalkyl, Cs—Ce-cycloaIkyI-C1-Cs-alkyl, Cs—Ce—heterocyclyl, C3-C6- heterocycIyI—C1-Cs-a|ky|, phenyl, phenyl-C1-C4-alkyl or a 5- or 6 membered het- eroaryl, wherein each lkyl, heterocyclyl, phenyl or heteroaryl ring can be substi- tuted by one to four substituents selected from R14 or a 3- to 7-membered car- bocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring s selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14 is halogen, N02, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1- C4-alkoxy or C1-C4-alkoxycarbonyl; R10, R11 independently of one another are R9, or together form a 3- to 7-membered carbocyc which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents ed from R14; is 1; is O; is O; 40 N-<><EQ: is O; is O; is selected from the group consisting of Z1 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re independently of one r are H, halogen, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1- Cs-alkoxy, C1-Ce—haloalkoxy.

Particular preference is given to uracilpyrimidines of a (|.a) (corresponds to formula (I) wherein R1 is CH3, R2 is CF3, R3 is H, R7is H, n is 1, Q, W, X and Y are 0, and Z is 2-1 as de- fined, wherein R8, Rb, RC and Rd are H: cH3 R F3C N o IYN 0%}; 8 1mN O 0 O " \ 5 R4 R wherein the variables R4, R5, R6 and R8 have the meanings, in particular the preferred meanings, as defined above.

Instead of the acid halides of formula (II), also the corresponding acid (e.g. acid halide of formula (II), wherein L1 is OH) in combination with an activating reagent, like carbonyldiimidazole, N,N'-Dicyclohexylcarbodiimide (DCC), 1-ethyl(3-dimethylaminopropyl)- carbodiimide (EDC) or N-methylchloropyridinium chloride can be used. The reaction conditions are the same as described for the acid halides of formula (II).

The compounds (Hi) can also be employed in the form of their salts, in particular the sodium and potassium salts, in which case the presence of a base is not necessary.

The reaction of acid halides (II) with compounds (III) is usually carried out from 0 °C to the boiling point of the reaction mixture, preferably at from 0 °C to 100 °C, particularly preferably at from 0 °C to 40 °C, in an inert organic solvent in the ce of a base.

The reaction may in principle be carried out in substance. However, preference is given to reacting the acid halides (II) with the compounds (III) in an organic solvent. le in principle are all solvents, which are capable of dissolving the acid halides (II) and the nds (III) at least partly, and preferably fully under reaction conditions.

Examples of suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohexane, nitromethane and mixtures of C5-Cs-alkanes; ic arbons such as benzene, chlorobenzene, tolene, cresols, o-, m- and p-xylene; halogenated hydrocarbons such as dichloromethane, 1,2—dichloroethane, chloroform, carbon hloride and benzene; ethers such as diethyl ether, diisopropyl ether, tert.-buty| methylether (TBME), dioxane, anisole and tetrahydrofuran (THF); esters such as ethyl acetate and butyl acetate; nitriles such as acetonitrile and propionitrile; ketones such as acetone, methyl ethyl ketone, diethyl ketone, tert- butyl methyl , cyclohexanone; dipolar aprotic solvents such as sulfolane, dimethyl- sulfoxide, N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), 1,3-dimethyl-2— imidazolidinone (DMI), imethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and 1- methyl-2 pyrrolidinone (NMP).

Preferred ts are ethers and dipolar aprotic ts as mentioned above.

It is also possible to use mixtures of the solvents mentioned.

Examples of suitable bases include metal-containing bases and nitrogen-containing bases.

Examples of suitable metal-containing bases are inorganic compounds such as alkali metal and alkaline earth metal oxide, and other metal oxides, such as lithium oxide, sodium oxide, potassium oxide, magnesium oxide, calcium oxide and magnesium oxide, iron oxide, silver oxide; alkali metal and alkaline earth metal hydrides such as lithium hydride, sodium hydride, potassium hydride and calcium hydride; alkali metal and alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, magnesium carbonate, and calcium ate; alkali metal hydrogen carbonates (bicarbonates) such as lithium hydrogen carbonate, sodium hydrogen carbonate, potassium en carbonate; alkali metal and alkaline earth metal phosphates such as potassium phosphate, calcium phosphate; and furthermore organic bases, such as tertiary amines such as trimethylamine, triethylamine, diisopropylethylamine, tributylamine and N-methylpiperidine, pyridine, substituted pyridines such as collidinge, lutidine, ylmorpholine and 4-dimethylaminopyridine and also bicyclic amInes.

Examples of suitable nitrogen-containing bases are Ci-C6-alkylamines, preferably trialkylamines, for e triethylamine, trimethylamine, N-ethyldiisopropylamine; pyridine, lutidine, collidine, 4-(dimethylamino)pyridine (DMAP), imidazole, 1,8—diazabicyclo[5.4.0]undec ene (DBU) or 1,5-diazabicyclo[4.3.0]nonene (DBN).

Preferred bases are alkali metal and alkaline earth metal carbonates and en-containing bases as defined above; especially red triethylamine, pyridine or sodium carbonate.

The term base as used herein also includes es of two or more, preferably two of the above compounds. Particular preference is given to the use of one base.

The bases are generally used in excess, more preferably with from 1 to 3 equivalents based on the acid halides (II), and they may also be used as the solvent.

For the reaction, the acid halides (II), the compounds (Ill) and the base can be brought into contact in any way per se.

Accordingly, the reaction partners and the base may be uced into the on vessel and reacted separately, aneously or successively.

The nts are generally employed in equimolar amounts. It might be advantageous using one of the reactants in , for example with a view to complete a reaction of the other 40 The reaction can be carried out at atmospheric re, reduced pressure or under elevated pressure, if appropriate under an inert gas, continuously or batchwise.

The end of the reaction can easily be determined by the skilled worker by means of routine methods.

The reaction mixtures are worked up in a customary manner, for example by mixing with water, separation of the phases and, if riate, chromatographic purification of the crude product.

Some of the intermediates and end products are obtained in the form of viscous oils, which can be purified or freed from volatile components under d pressure and at moderately elevated temperature.

If the intermediates and the end products are ed as solid, purification can also be carried out by recrystallisation or digestion.

The compounds of a (III) are commercially available.

Process B) As an alternative, the uracilpyridines of formula (I) can be prepared by ng (thio)carbamates of formula (IV) with enamines of formula (V): R2 l\|l + LB R 6 7 6 7 2 R R R R L Y R3 R2 [xi Y Y we 0 I Y H/N /N X\Z/Q n T R3 N /N X\Z/Q2W8n R4 R R4 R (IV) (I) Within the (thio)carbamates of formula (IV), L2 is a nucleophilically displaceable leaving group, preferably C1-Cs-alkoxy, C1-Cs-alkylthio or aryloxy, wherein the aryl moiety may itself be partly or fully halogenated and/or may be sub- ed by from one to three substituents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4-alkylthio; ularly preferably C1-Cs-alkoxy, C1-Ce-alkylthio or phenyloxy, n the phenyl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three radicals from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4-alkylthio; more preferably C1-Cs-alkoxy, C1-Cs-alkylthio or phenyloxy; most preferably C1-Cs-alkoxy.

Within the enamines of the formula (V), L3 is nucleophilically ceable leaving group, preferably alkoxy, C1-Ce—haloalkoxy, C1-C4-aIkoxy—C2-C4-alkoxy, C1-C4-alkylthio-C2- C4-alkoxy, Cz-Cs-alkenyloxy, Cz-Cs-haloalkenyloxy, C3-Cs-alkynyloxy, Cs—Ce—haloalkynyl- oxy, Cs-Cs-cycloalkyloxy, C1-Cs-cyanoalkoxy or benzyloxy, which benzyl ring may itself be partly or fully halogenated and/or may be substituted by from one to three substituents selected from from the group of cyano, nitro, C1- C4-alkyl, C1-C4-alkoxy and C1-C4-alkylthio; particularly preferred C1-Cs-alkoxy, C1-Ce—haloalkoxy, C1-C4-aIkoxy—Cz-C4-alkoxy, C2-C6- alkenyloxy, Cz-Cs-haloalkenyloxy, Cg-Cs-alkynyloxy or Cg-Cs-haloalkynyloxy; especially preferred alkoxy, C1-C4-alkoxy—C2-C4-alkoxy, C2-Cs-alkenyloxy or C3-C5- alkynyloxy; more preferred C1-Cs-alkoxy.

In a preferred embodiment of this reaction, R1 is hydrogen, C1-Cs-alkyl or Cs-Cs-alkynyl; preferably hydrogen or C1-Cs-alkyl, most preferably hydrogen.

The reaction of the (thio)carbamates of formula (IV) with enamines of a (V) is typically effected at atures above room temperature, for example from 25°C to 200°C, preferably from 90°C to 190°C, more preferably from 100°C to 140°C in an inert organic solvent in the presence of a base (e.g. WO 99/31091; WO 11/057935).

Suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohexane, and mix- tures of C5-C12-alkanes, aromatic arbons such as toluene, o-, m- and p-xylene, halogen- ated hydrocarbons such as methylene chloride, chloroform and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, utyl methyl ether, dioxane, diethylene glycol dimethyl ether, anisole and tetrahydrofuran, nitriles such as acetonitrile and propionitrile, alcohols such as methanol, ethanol, n-propanol, isopropanol, n-butanol and tert-butanol, carboxylic esters such as butyl acetate, and also dimethyl sulfoxide, ylformamide, dimethylacetamide and N- methylpyrrolidone.

Preferred solvents are dimethylformamide, dimethylacetamide and N-methylpyrrolidone.

It is also possible to use mixtures of the solvents ned.

Useful bases are generally inorganic compounds such as alkali metal and alkaline earth metal hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide and calcium hy- droxide, alkali metal and alkaline earth metal oxides such as lithium oxide, sodium oxide, calci- um oxide and magnesium oxide, alkali metal and alkaline earth metal es such as lithium hydride, sodium hydride, potassium hydride and calcium hydride, alkali metal amides such as lithium amide, sodium amide and potassium amide, alkali metal and alkaline earth metal car- s such as lithium carbonate, sodium carbonate, potassium carbonate, calcium ate and cesium carbonate, and also alkali metal hydrogencarbonates such as sodium hydrogencar- , organometallic compounds, especially alkali metal alkyls such as methyllithium, butyl- lithium and phenyllithium, alkali metal and alkaline earth metal des such as lithium meth- oxide, sodium methoxide, sodium ethoxide, potassium ethoxide, potassium utoxide, po- tassium tert-pentoxide and dimethoxymagnesium, and also organic bases, for example tertiary 40 amines such as trimethylamine, triethylamine, diisopropylethylamine and ylpiperidine, pyridine, substituted pyridines such as collidine, lutidine and 4-dimethylaminopyridine, and also bicyclic amines.

Particular preference is given to alkali metal and alkaline earth metal hydroxides, alkali metal and alkaline earth metal carbonates and also alkali metal and alkaline earth metal alkoxides.

The bases are generally used in excess, based on (thio)carbamates of formula (IV), and they may also be used as the solvent. It may be advantageous to add the base offset over a period of time.

The reaction mixtures are worked up in a customary manner, for example by mixing with water, separation of the phases and, if appropriate, chromatographic purification of the crude t. nds obtained in the form of viscous oils, can be purified or freed from volatile compo- nents under reduced re and at moderately elevated temperature.

If the end products are obtained as solid, purification can also be d out by recrystallization or digestion.

Process C) As an alternative, the uracilpyridines of formula (I) can also be prepared by reaction of iso(thio)cyanates of formula (VI) with enamines of formula (V): + R s 7 L3 s R R R3 R2 N R R7 R8 o R8 N I Y YCN x\ /Q n —> 3 N N x\ /Q n \ \ 4 R5 R R4 R5 (VI) (I) Within the enamines of the formula (V), L3 is defined as above (process B).

The reaction of the iso(thio)cyanates of formula (VI) with enamines of formula (V) is usually car- ried out from -20°C to 80°C in an inert organic solvent in the presence of a base (e.g. WO 05/054208).

Suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohexane and mix- tures of C5-C12-alkanes, aromatic hydrocarbons such as toluene, o-, m- and p-xylene, halogen- ated hydrocarbons such as methylene chloride, chloroform and benzene, ethers such as diethyl ether, diisopropyl ether, tert-butyl methyl ether, dioxane, diethylene glycol dimethyl ether, anisole and tetrahydrofuran, es such as acetonitrile and propionitrile, alcohols such as methanol, ethanol, n-propanol, isopropanol, n-butanol and tert-butanol, carboxylic esters such as butyl acetate, and also yl su|foxide, dimethylformamide, dimethylacetamide and N- methylpyrrolidone. red solvents are dimethylformamide, dimethylacetamide and N-methylpyrrolidone.

It is also possible to use mixtures of the solvents mentioned.

Useful bases are generally inorganic compounds such as alkali metal and alkaline earth metal hydroxides such as m hydroxide, sodium hydroxide, potassium hydroxide and calcium hy- droxide, alkali metal and alkaline earth metal oxides such as lithium oxide, sodium oxide, calci- um oxide and magnesium oxide, alkali metal and alkaline earth metal hydrides such as lithium hydride, sodium hydride, potassium hydride and calcium hydride, alkali metal amides such as lithium amide, sodium amide and ium amide, alkali metal and alkaline earth metal car- bonates such as lithium carbonate, sodium carbonate, potassium carbonate, calcium carbonate and cesium carbonate, and also alkali metal encarbonates such as sodium hydrogencar- bonate, metallic compounds, especially alkali metal alkyls such as methyllithium, butyl- lithium and phenyllithium, alkali metal and alkaline earth metal alkoxides such as lithium meth- oxide, sodium methoxide, sodium de, potassium ethoxide, potassium tert-butoxide, po- tassium tert-pentoxide and dimethoxymagnesium, and also organic bases, for example tertiary amines such as trimethylamine, triethylamine, diisopropylethylamine and N-methylpiperidine, pyridine, substituted pyridines such as collidine, lutidine and 4-dimethylaminopyridine, and also bicyclic amines.

Particular preference isgiven to alkali metal and alkaline earth metal hydroxides, alkali metal and alkaline earth metal carbonates and also alkali metal and ne earth metal alkoxides.

The bases are generally used in excess, based on the iso(thio)cyanate of formula (VI), and they may also be used as the t.

It may be advantageous to add the base offset over a period of time.

The reaction mixtures are worked up in a customary manner, for example by mixing with water, separation of the phases and, if appropriate, tographic purification of the crude product.

Compounds obtained in the form of viscous oils, can be purified or freed from volatile compo- nents under reduced pressure and at moderately elevated temperature.

If the end products are obtained as solid, purification can also be carried out by recrystallization or digestion.

Process D) As an ative, the pyridines of formula (I) can also be ed by reaction of com- 40 pounds of formula (VII) with compounds of a (Vlll) in the presence of a base: (VII) Within the compounds of l (VII), L4 is a leaving group such halogen, alkylsulfonate or arylsulfonate; preferably F, CI, C1-Cs-alkylsulfonate or arylsulfonate; especially preferred F, CI, te or tosylate; more preferred F or CI.

The reaction may in principle be carried out in substance. However, preference is given to re- acting the compounds of formula (VII) with the compounds of a (VIII) in an organic sol- vent.

Suitable in principle are all solvents which are capable of dissolving the compounds of formula (VII) and the compounds of formula (VIII) at least partly and preferably fully under reaction con- ditions.

Examples of suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohex- ane, nitromethane and mixtures of Cs-Cg-alkanes, aromatic hydrocarbons such as benzene, benzene, tolene, cresols, o-, m- and p-xylene, nated hydrocarbons such as dichloromethane , 1,2—dichloroethane, chloroform, carbon hloride and chlorobenzene, ethers such as diethyl ether, ropyl ether, tert.-buty| methylether (TBME), dioxane, anisole and tetrahydrofuran (THF), esters such as ethyl acetate and butyl e; es such as acetoni- trile and propionitrile, ketones such as acetone, methyl ethyl ketone, diethyl ketone, tert-butyl methyl ketone, cyclohexanone; as well as dipolar aprotic solvents such as sulfolane, dimethyl- sulfoxide, N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), 1,3-dimethyl-2— imidazolidinone (DMI), N,N’-dimethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and 1- -2 pyrrolidinone (NMP).

Preferred solvents are , nitriles, ketones and dipolar aprotic solvents as mentioned above.

More preferred solvents are ethers and dipolar aprotic solvents as mentioned above.

It is also possible to use mixtures of the solvents mentioned.

Examples of suitable bases e metal-containing bases and nitrogen-containing bases.

Examples of suitable metal-containing bases are inorganic compounds such as alkali metal and ne earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium ide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hy- droxide; alkali metal and alkaline earth metal oxide, and other metal oxides, such as lithium ox- ide, sodium oxide, potassium oxide, magnesium oxide, calcium oxide and magnesium oxide, iron oxide, silver oxide; alkali metal and alkaline earth metal hydrides such as lithium hydride, sodium hydride, potassium hydride and calcium hydride, alkali metal amides such as lithium amide, sodium amide and potassium amide, alkali metal and alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, magnesium carbonate, and calcium carbonate, as well as alkali metal hydrogen carbonates (bicarbonates) such as lithium hydrogen carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate; alkali metal and alkaline earth metal phosphates such as potassium phosphate, calcium phosphate; metal organic compounds, preferably alkali metal alkyls such as methyl lithium, butyl lithium and phenyl lithium, alkyl magnesium halides such as methyl magnesium chloride as well as alkali metal and alkaline earth metal alkoxides such as sodium methoxide, sodium ethoxide, potassium eth- oxide, potassium tert-butoxide, potassium tert-pentoxide and dimethoxymagnesium; and fur- thermore organic bases, such as tertiary amines such as trimethylamine, triethylamine, diiso- propylethylamine and N-methylpiperidine, pyridine, substituted pyridines such as collidinge, lutidine, N-methylmorpholine and 4-dimethylaminopyridine and also bicyclic amines. es of suitable nitrogen-containing bases are C1-Ce-alkylamines, preferably trialkyla- mines, for e triethylamine, trimethylamine, N-ethyldiisopropylamine; ammonia, pyridine, lutidine, collidine, ethylamino)pyridine (DMAP), ole, 1,8—diazabicyclo[5.4.0]undec ene (DBU) or 1,5-diazabicyclo[4.3.0]nonene (DBN).

Preferred bases are alkali metal and alkaline earth metal hydrides, alkali metal and alkaline earth metal carbonates, as well as alkali metal hydrogen carbonates (bicarbonates); alkali metal and alkaline earth metal phosphates; metal organic compounds, alkyl magnesium halides as well as alkali metal and alkaline earth metal alkoxides; and furthermore organic bases, such as ry , pyridine, substituted pyridines and also bicyclic . ally preferred bases are alkali metal and alkaline earth metal carbonates, metal organic nds, alkyl magnesium halides as well as alkali metal and alkaline earth metal alkoxides; and furthermore organic bases, such as tertiary amines, pyridine, substituted pyridines and also bicyclic amines.

The term base as used herein also includes mixtures of two or more, preferably two of the above compounds. Particular preference is given to the use of one base.

The bases are generally employed in equimolar amounts or in excess; however they can also be ed as solvent, or, if appropriate, in catalytic amounts.

The bases are generally used in excess, more ably with from 1 to 20 mole equivalents based on the nd of formula (VIII), and they may also be used as the t. 40 ably, the bases are used at from 1 to 5 mole lents, very preferably at from 1 to 3 mole equivalents, more preferably at 1 to 2 mole equivalents, based on the nd of formu- la (VIII).

It may be ageous to add the base offset over a period of time.

Process E) As an alternative, the uracilpyridines of formula (I) can also be prepared by reaction of com- pounds of formula (IX) with alkylating agents of formula (X) in the presence of a base in analogy to known processes (e.g. WO 11/137088): I I W 0R4 bage \ R5 0R4 \ R5 (I) Within the alkylating agents of formula (X), L5 is a leaving group such halogen, C1-Cs- alkylsulfonate or arylsulfonate; preferably Cl, Br, I, C1-Cs-alkylsulfonate or arylsulfonate; especially red Cl, Br or I; more preferred Cl or Br.

The reaction may in principle be carried out in substance. r, preference is given to re- acting the nds of a (lX) with the alkylating agents of formula (X) in an organic sol- vent.

Suitable in principle are all solvents which are capable of dissolving the compounds of formula (IX) and the alkylating agents of formula (X) at least partly and ably fully under reaction conditions.

Examples of suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohex- ane, nitromethane and mixtures of Cs-Cg-alkanes, aromatic arbons such as benzene, chlorobenzene, tolene, cresols, o-, m- and ne, halogenated hydrocarbons such as dichloromethane , 1,2—dichloroethane, chloroform, carbon tetrachloride and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, tert.-buty| methylether (TBME), dioxane, anisole and tetrahydrofuran (THF), esters such as ethyl acetate and butyl acetate; nitriles such as acetoni- trile and propionitrile, ketones such as acetone, methyl ethyl ketone, diethyl ketone, tert-butyl methyl ketone, cyclohexanone; as well as dipolar c solvents such as sulfolane, dimethyl- sulfoxide, N,N-dimethylformamide (DMF), N,N-dimethylacetamide , 1,3-dimethyl-2— imidazolidinone (DMI), imethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and 1- methyl-2 pyrrolidinone (NMP).

Preferred solvents are ethers, nitriles, ketones and dipolar c solvents as mentioned above.

It is also possible to use mixtures of the solvents mentioned.

Examples of suitable containing bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, m hydroxide and aluminum hy- droxide; alkali metal and alkaline earth metal oxide, and other metal oxides, such as lithium ox- ide, sodium oxide, potassium oxide, magnesium oxide, calcium oxide and ium oxide, iron oxide, silver oxide; alkali metal and alkaline earth metal hydrides such as lithium e, sodium hydride, potassium hydride and calcium e, alkali metal amides such as m amide, sodium amide and potassium amide, alkali metal and alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, magnesium carbonate, and calcium carbonate, as well as alkali metal hydrogen carbonates (bicarbonates) such as lithium hydrogen carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate; alkali metal and alkaline earth metal phosphates such as potassium phosphate, m phosphate; metal organic compounds, preferably alkali metal alkyls such as methyl lithium, butyl lithium and phe- nyl lithium, alkyl magnesium halides such as methyl magnesium de as well as alkali metal and alkaline earth metal alkoxides such as sodium methoxide, sodium ethoxide, potassium eth- oxide, potassium tert-butoxide, potassium tert-pentoxide and dimethoxymagnesium; and fur- thermore organic bases, such as tertiary amines such as trimethylamine, triethylamine, diiso- propylethylamine and N-methylpiperidine, pyridine, substituted pyridines such as ine, lutidine, N-methylmorpholine and 4-dimethylaminopyridine and also bicyclic amines. es of suitable nitrogen-containing bases are C1-Ce-alkylamines, preferably trialkyla- mines, for example triethylamine, trimethylamine, N-ethyldiisopropylamine; ammonia, pyridine, lutidine, collidine, 4-(dimethylamino)pyridine (DMAP), imidazole, 1,8—diazabicyclo[5.4.0]undec ene (DBU) or 1,5-diazabicyclo[4.3.0]nonene (DBN). red bases are alkali metal and alkaline earth metal hydrides, alkali metal and alkaline earth metal carbonates, as well as alkali metal hydrogen carbonates (bicarbonates); alkali metal and alkaline earth metal phosphates; metal organic nds, alkyl magnesium halides as well as alkali metal and alkaline earth metal alkoxides; and rmore c bases, such as tertiary , pyridine, substituted pyridines and also bicyclic amines.

Especially preferred bases are alkali metal and alkaline earth metal carbonates, metal organic compounds, alkyl magnesium halides as well as alkali metal and alkaline earth metal des; 40 and furthermore organic bases, such as tertiary amines, pyridine, tuted pyridines and also bicyclic amines.

The bases are generally used in equimolar amounts or in excess, more preferably with from 1 to mole equivalents based on the compounds of formula (IX), and they may also be used as solvent.

The bases are used preferably from 1 to 5 mole equivalents, very preferably from 1 to 3 mole equivalents, more preferably 1 to 2 mole equivalents, based on the nds of a (IX).

It may be advantageous to add the base offset over a period of time.

The alkylating agents of formula (X) are commercially available or can be prepared by known s (e.g. Lowell, Andrew N. et al, Tetrahedron, 6(30), 5573-5582, 2010; Process F) As an alternative, those uracilpyridines of formula (I), wherein R1 is NH2, C1-Cs-alkyl or C3-C6- alkynyl, can be prepared by amination or alkylation of those uracilpyridines of formula (I), wherein R1 is H: C1-C6-alkyl H C3-C6a—Ikynyl 2 I R6 R7 R N Y 6 7 Y 8 R R | R alkylation / R3 N /N X /Q n amination R I W lNYﬁ Z/Q ” \ 5 W R4 R (I), (I), wherein R1 is H wherein R1 is NH2, C1-Ce-alkyl or C3-C6-alkynyl Such amination or alkylation can be conducted in analogy to known processes (e.g. WO 05/054208; WO 06/125746).

The reaction may in principle be d out in substance. However, preference is given to re- acting the uracilpyridines of a (I), wherein R1 is H, in an c solvent.

Suitable in principle are all solvents which are capable of dissolving the pyridines of formu- la (I), n R1 is H, at least partly and preferably fully under on conditions.

Examples of suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohex- ane, nitromethane and mixtures of C5-Cg-alkanes, aromatic hydrocarbons such as benzene, chlorobenzene, tolene, cresols, o-, m- and p-xylene, nated hydrocarbons such as di- chloromethane, 1,2—dichloroethane, chloroform, carbon tetrachloride and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, tert.-butyl methylether (TBME), dioxane, anisole and tetrahydrofuran (THF), esters such as ethyl acetate and butyl acetate; nitriles such as acetoni- trile and propionitrile, ketones such as acetone, methyl ethyl ketone, diethyl ketone, tert-butyl methyl ketone, cyclohexanone; as well as dipolar aprotic solvents such as ane, dimethyl- sulfoxide, N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), 1,3-dimethyl-2— imidazolidinone (DMI), N,N’-dimethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and 1- methyl-2 pyrrolidinone (NMP).

Preferred solvents are ethers, nitriles, ketones and dipolar aprotic solvents as mentioned above.

More preferred ts are ethers and dipolar aprotic solvents as mentioned above.

It is also possible to use mixtures of the solvents mentioned.

Examples of suitable bases include containing bases and nitrogen-containing bases. es of le metal-containing bases are inorganic compounds such as alkali metal and alkaline earth metal hydroxides, and other metal hydroxides, such as m hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and aluminum hy- droxide; alkali metal and alkaline earth metal oxide, and other metal oxides, such as lithium ox- ide, sodium oxide, potassium oxide, magnesium oxide, calcium oxide and magnesium oxide, iron oxide, silver oxide; alkali metal and alkaline earth metal hydrides such as lithium hydride, sodium hydride, potassium hydride and calcium hydride, alkali metal amides such as lithium amide, sodium amide and potassium amide, alkali metal and alkaline earth metal carbonates such as lithium carbonate, sodium carbonate, potassium carbonate, ium carbonate, and m ate, as well as alkali metal en carbonates (bicarbonates) such as m hydrogen carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate; alkali metal and alkaline earth metal ates such as potassium phosphate, calcium phosphate; metal organic nds, preferably alkali metal alkyls such as methyl lithium, butyl lithium and phe- nyl lithium, alkyl magnesium halides such as methyl magnesium de as well as alkali metal and alkaline earth metal des such as sodium methoxide, sodium de, potassium eth- oxide, ium tert-butoxide, potassium tert-pentoxide and oxymagnesium; and fur- thermore organic bases, such as tertiary amines such as trimethylamine, triethylamine, diiso- propylethylamine and N-methylpiperidine, pyridine, substituted pyridines such as collidine, lutidine, N-methylmorpholine and 4-dimethylaminopyridine and also bicyclic amines.

Examples of suitable nitrogen-containing bases are C1-Ce-alkylamines, preferably trialkyla- mines, for example triethylamine, trimethylamine, N-ethyldiisopropylamine; ammonia, pyridine, lutidine, collidine, 4-(dimethylamino)pyridine (DMAP), imidazole, 1,8—diazabicyclo[5.4.0]undec 40 ene (DBU) or 1,5-diazabicyclo[4.3.0]nonene (DBN).

Preferred bases are alkali metal and alkaline earth metal hydrides, alkali metal and ne earth metal carbonates, as well as alkali metal hydrogen carbonates (bicarbonates); alkali metal and alkaline earth metal phosphates; metal organic compounds, alkyl magnesium halides as well as alkali metal and alkaline earth metal alkoxides; and furthermore organic bases, such as tertiary amines, pyridine, substituted pyridines and also bicyclic amines.

Especially red bases are alkali metal and alkaline earth metal carbonates, metal organic compounds, alkyl magnesium halides as well as alkali metal and alkaline earth metal alkoxides; and furthermore organic bases, such as tertiary amines, pyridine, substituted pyridines and also bicyclic amines.

The term base as used herein also includes mixtures of two or more, ably two of the above compounds. Particular preference is given to the use of one base.

The bases are generally used in equimolar amounts or in excess, more preferably with from 1 to mole equivalents based on the uracilpyridines of formula (I), wherein R1 is H, and they may also be used as the solvent.

The bases are used preferably from 1 to 5 mole equivalents, very preferably from 1 to 3 mole equivalents, more preferably 1 to 2 mole equivalents, based on the uracilpyridines of formula (I), wherein R1 is H.

It may be advantageous to add the base offset over a period of time.

As tion reagents commercially available C1-Cs-alkylhalides and alkinylhalides can be used.

Suitable amination reagents are known from ture (e.g. US 6333296 or DE 10005284) Process G) As an alternative pyridines of formula (I), wherein R1 is H and Y is O, can be prepared by on of amines of a (XI) with oxazinones of formula (XII) in the ce of an acid: C1-C6-alkyl R2 N N | \j/ \C1-C6-alkyl 6 7 3 H R R R (XII) R2 N, R6 O R7 8 O N X Y Q n I 2 R3 N N X M/ \Z/ ‘> W ’ \Z/ | W \ 5 O 4 R \ 4 R5 (XI) (I), wherein R1 is H and Y is O The on may in principle be carried out in substance. However, preference is given to re- acting the amines of formula (XI) with the oxazinones of formula (XII) in an organic solvent.

Suitable in principle are all solvents which are capable of dissolving the amines of formula (XI) and the oxazinones of formula (XII) at least partly, and preferably fully under on condi- tions.

Examples of suitable solvents are tic hydrocarbons such as pentane, hexane, cyclohex- ane, nitromethane and mixtures of Cs-Cg-alkanes, aromatic hydrocarbons such as e, chlorobenzene, tolene, cresols, o-, m- and p-xylene, halogenated arbons such as di- chloromethane, 1,2—dichloroethane, chloroform, carbon tetrachloride and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, tert.-butyl methylether (TBME), dioxane, anisole and tetrahydrofuran (THF), esters such as ethyl acetate and butyl acetate; nitriles such as acetoni- trile and propionitrile, ketones such as acetone, methyl ethyl ketone, diethyl ketone, tert-butyl methyl ketone, cyclohexanone; alcohols such as ol, ethanol, n-propanol, isopropanol, n- butanol and tert.-butanol, organic acids like formic acid, acetic acid, propionic acid, oxalic acid, methylbenzenesulfonic acid, benzenesulfonic acid, camphorsulfonic acid, citric acid, trifluoroa- cetic acid as well as dipolar aprotic solvents such as sulfolane, dimethylsulfoxide, N,N- dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), 1,3-dimethyl-2—imidazolidinone (DMI), N,N’-dimethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and 1-methyI-2 pyrrol- idinone (NMP).

Preferred solvents are organic acids as mentioned above.

It is also possible to use mixtures of the solvents mentioned.

As acids anorganic acids like hydrochloric acid, hydrobromic acid or sulfuric acid, as well as organic acids like formic acid, acetic acid, propionic acid, oxalic acid, methylbenzenesulfonic acid, esulfonic acid, camphorsulfonic acid, citric acid, oroacetic acid, can be used.

The acids are generally employed in equimolar amounts, in excess or, if appropriate, be used as solvent, however they can also be employed in tic amounts.

As an alternative uracilpyridines of formula (I), wherein R8 is 0R9 with R9 being H, can be pre- pared from the respective uracilpyridines of formula (I), wherein R8 is 0R9 with R9 being C1-Cs- alkyl: R1 R1 ixl 7 C C- -alky | 5 7 R2 R R 6 R2 R R Y 1| ixl Y I Y 0 up o H /Q n I Y N N X\ N N X\ /Q n 3 3 \ 5 O \ 5 R4 R R4 R (I), (I), wherein R8 is OC1-Ce-alkyl n R8 is OH Suitable in ple are all ts which are capable of dissolving the uracilpyridines of formu- la (I), wherein R8 is OR9 with R9 being C1-Cs-alkyl, at least partly and preferably fully under reac- tion conditions.

Examples of suitable solvents are H20; aliphatic hydrocarbons such as e, hexane, cyclo- , nitromethane and mixtures of Cs-Cg-alkanes, aromatic hydrocarbons such as benzene, chlorobenzene, , cresols, o-, m- and p-xylene, halogenated hydrocarbons such as di- methane, 1,2—dichloroethane, chloroform, carbon hloride and chlorobenzene, ethers such as diethyl ether, diisopropyl ether, tert.-butyl methylether (TBME), dioxane, anisole and tetrahydrofuran (THF), esters such as ethyl acetate and butyl acetate; nitriles such as acetoni- trile and propionitrile, ketones such as acetone, methyl ethyl ketone, diethyl ketone, tert-butyl methyl ketone, cyclohexanone; alcohols such as methanol, ethanol, n-propanol, isopropanol, n- butanol and tert.-butanol, organic acids like formic acid, acetic acid, propionic acid, oxalic acid, methylbenzenesulfonic acid, benzenesulfonic acid, camphorsulfonic acid, citric acid, trifluoroa- cetic acid as well as dipolar aprotic solvents such as sulfolane, dimethylsulfoxide, N,N- dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), 1,3-dimethyl-2—imidazolidinone (DMI), N,N’-dimethylpropylene urea (DMPU), dimethyl sulfoxide (DMSO) and yl-2 pyrrol- idinone (NMP).

Preferred solvents are H20, , nitriles, ketones and dipolar aprotic solvents as defined above.

More preferred solvents are H20 and ethers as defined above.

It is also possible to use mixtures of the solvents mentioned.

As acids and acidic catalysist anorganic acids like hydrochloric acid, hydrobromic acid and sul- furic acid, as well as organic acids like formic acid, acetic acid, propionic acid, oxalic acid, methylbenzenesulfonic acid, benzenesulfonic acid, rsulfonic acid, citric acid, trifluoroa- cetic acid, can be used.

The acids are lly employed in catalytic amounts, however they can also be employed in equimolar amounts, in excess or, if appropriate, be used as solvent.

The intermediates necessary for preparation of the uracilpyridines of formula (I) according to the invention, and mentioned in processes A to H above, are commercially available or can be prepared by standard processes of organic chemistry, for example by the following processes: Acid halides of formula (II) (necessary for process A mentioned above) can be ed from pyridines of formula (I), n R8 is 0R9 with R9 being H: R1 R1 R2 N R6 R7 Y R2 N R6 R7 | Y o H | Y L1 R3 N N X\Z/Q n —>R3 N N X\Z/Q n \ 5 \ 5 R4 R R4 R (I). (ll) wherein R8 is OH As an alternative, the respective alkali metal salts of the uracilpyridines of formula (I), wherein R8 is OR9 with R9 being H, can be used.

Suitable halogenating agents are e.g. POCI3, POBrs, PCI3, PBrg, PCI5, PBr5, SOCI2, SOBr2, ox- alyl chloride, phosgene, diphosgene, triphosgen, cyanuric chloride, cyanuric de and di- ethylaminosulfur trifluoride (DAST).

According to a preferred embodiment of the present invention, a chlorinating agent is used as the halogenating agent. Preferably, POCIs, SOCI2, oxalyl chloride, ne, gene, tri- n are used as the chlorinating agent.

For example, acid chlorides can be prepared by chlorinating uracilpyridines of formula (I) where- in R8 is 0R9 with R9 being H.

Suitable chlorinating agents are, for example, thionyl de, oxalyl chloride, phosphorus tri- chloride, phosphorus pentachloride, orus oxychloride, phosgene, diphosgene or s- gene.

More information for carrying out such chlorination reactions are disclosed in the following ref- erences: A. J. Meyers and M. E. Flanagan, Org. Synth. 71, 107 (1992); H. J. Scheifele Jr. and D. F. DeTar, Org. Synth. Coll. Vol. IV, page 34 (1963); G. H. Coleman et al., Org. Synth. Coll.

Vol. III, page 712 ; H. Henecka in Houben-Weyl, Methoden der Organischen Chemie [Methods in c Chemistry], Vol. VIII, 4th Edition, Stuttgart 1952, page 463 et seq.

(Thio)carbamates of formula (IV) (necessary for process B mentioned above) can be prepared by reacting amines of formula (XI) (necessary for process G mentioned above) with compounds of formula (XIII) in analogy to known processes (i.e. Houben-Weyl, Methoden der organischen Chemie [Methods of organic chemistry], E5, 1985, p. 972-980, and also VIII, p. 655 and XI part 2, p. 10): R6 R7 Y L2 R6 R7 R / 8 H2N Nxom LZAL2 \JN xo “R / \Z / H / / \Z / | W (XIII) W \ 5 | 4 R \ 5 R R4 R (XI) (IV) The enamines of formula (V) (necessary for process B mentioned above) are disclosed in the literature (for example A. Lutz, A. and S. Trotto, J. of cyclic Chem. 1972, 9, 3, 513-522) and can be prepared in accordance.

The iso(thio)cyanates of formula (VI) (necessary for process C mentioned above) can be ob- tained from the corresponding amine of formula (XI): 6 7 6 7 R R (thio)phospho— 8 R8 R genating H2N N x 0% agent /N Xi/Qm / \Z ’ —.

I W I W \ 5 \ 5 4 R R4 R R The reaction of the amine of formula (XI) is usually d out at from -20 °C to the boiling point of the reaction mixture, ably at from 10 °C to 200 °C, particularly preferably at from 20 °C to 150 °C, in an inert organic solvent and, if appropriate, in the ce of a base (e.g. WO 04/39768).

Suitable (thio)phosgenating agents are phosgene, diphosgene or triphposgene and each of the respective thio tives, diphosgene being preferred.

Suitable solvents are aliphatic hydrocarbons such as pentane, hexane, cyclohexane and mix- tures of C5-Ca-alkanes, aromatic hydrocarbons such as toluene, o-, m- and pxylene, halogen- ated hydrocarbons such as dichloromethane, 1,2—dichloroethane, chloroform and chloroben- zene, ethers such as diethyl ether, diisopropyl ether, tert.-buty| methyl ether, e, anisole and tetrahydrofuran, glycol ethers such as dimethyl glycol ether, diethyl glycol ether, diethylene glycol dimethyl ether, esters such as ethyl acetate, propyl acetate, methyl isobutyrate, isobutyl acetate, carboxamides such as N,N-dimethylformamide, ylpyrrolidone, N,N-dimethyl- acetamide, nitriles such as acetonitrile and nitrile, ketones such as acetone, methyl ethyl ketone, diethyl ketone and utyl methyl ketone, as well as dimethylsulfoxide.

Particular preference is given to ic hydrocarbons such as toluene, o-, m- and p-xylene.

It is also possible to use mixtures of the solvents mentioned.

Suitable bases are, in general inorganic compounds such as alkali metal and alkaline earth metal carbonates such as lithium carbonate, potassium carbonate and calcium carbonate, as well as alkali metal bicarbonates such as sodium bicarbonate, and furthermore organic bases, such as tertiary amines such as trimethylamine, triethylamine, diisopropylethylamine and N- methylpiperidine, pyridine, substituted pyridines such ascoilidine, lutidine, N-methylmorpholine and 4-dimethylaminopyridine and also bicyclic amines.

Particular preference is given to tertiary amines such as triethylamine.

The bases are generally employed in catalytic amounts, however they can also be employed in equimolar amounts, in excess or, if appropriate, be used as solvent.

Work up can be d out in a known manner.

The compounds of formula (Vll) (necessary for s D mentioned above) can be prepared by reaction of compounds of formula (XVI) with enamines of a (V) in analogy to s B mentioned above: 2 I R N\ R1 2 2 I L Y + L3 R N Y \If R3 N I_4 I \Nf N L4 H/ O / R3 / I I \ 5 (V) O \ 5 R4 R R4 R (XVI) (VII) As an alternative, the compounds of a (Vll) (necessary for process D mentioned above) can also be prepared by on of compounds of formula (XVII) with enamines of formula (V) in analogy to process C mentioned above: 2 I R N\H R1 2 ' L3 R N Y 4 | Y 4 YCN N L 3 N N L U 0 R U \ 0 4 R5 (V) \ R R4 R5 (XVII) (VII) As an alternative, compounds of formula (Vll), wherein R1 is H and Y is O, can be prepared by reaction of compounds of formula (XV) with ones of formula (XII) in analogy to process G mentioned above: alkyl 2 I R N N | \j/ \ C1-C6-alkyl 3 o (XII) til 0 R2 N O HN N L4 / / ‘. I Y 4 l N N L R5 / R O | \ 5 4 R (XV) R (VII), n R1 is H and Y is 0 Those compounds of formula (VII), wherein R1 is NH2, C1-C6-alkyl or C3-C6-alkynyl, can be pre- pared by amination or alkylation of those compounds of formula (VII), wherein R1 is H. Such amination or alkylation can be conducted in analogy to known processes (e.g. WO 05/054208; WO 06/125746).

The compounds of formula (VIII) (necessary for process D mentioned above) are commercially available or can be prepared by known methods (e.g. WO 02/098227 or WO 07/083090).

Compounds of a (IX) (necessary for process E mentioned above) can be prepared by deprotection of the respective compounds of formula (XVIII): R 1 2 I R R N Y 2 I deprotection R N | Y /Y N N R3 x\ Q\ —.

/ Z/ PG | Y 3 N N x Q l R / ‘Z/ \H \ 5 I Within the compounds of formula (XVIII) “PG” is a protecting group selected from the group consisting of C1-Cs-alkyl, cyanoalkyl, C1-Cs-haloalkyl, C1-Cs-a|kyIthio-CI-C4-alkyl, C1-C6- alkoxy—CI-C4-alkyl, C1-Ce-alkoxy—C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-C5-alkyl)silyI-C1-C4-alkyl, (tri- C1-Ce-a|ky|)siIyI-C1-C4-a|kyoxy-C1-C4-a|ky|, C2-Cs-alkenyl, Cs-Cs-alkynyl, C3-Cs-cycloalkyl, CS'CB' cylcloalkyl-CI-C4-alkyl, cycloalkenyl, tetrahydropyranyl, I-Cs-alkyl)silyl, [(diphenyl )(C1-C4-alkyl)]silyl, formyl, C1-Cs-alkyI-carbonyl, C1-Cs-alkyl-O-carbonyl, C2-Cs-alkenyI-O- carbonyl, [(diphenyl)(C1-C4-aIkyl)]silyI-C1-C4-alkyl, -C1-C4-alkyl, phenylthio-CI-Ce-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents selected from the group consisting of halogen, CN, N02, C1-C4-alkyl and C1-C4-alkoxy.

Preferably PG is C1-Cs-alkyl, C1-C5-alkoxy-C1-C4-alkyl, (tri-C1-C5-alkyl)siIyl-C1-C4-alkyl, C2-C6- alkenyl, tetrahydropyranyl, 1-Cs-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl or phenyl-C1-C4- alkyl.

For example, the nds of formula (IX) can be prepared by treating the nds of formula (XVIII), wherein “PG” is methyl, with boron tribromide in a solvent such as dichloro- methane, acetonitrile or oxane, or without a solvent at temperatures ranging from 0 °C to 150 °C.

Alternatively, compounds of formula (IX) can be prepared by deprotecting compounds of formu- Ia (XVIII), wherein “PG” is a benzyI group, by catalytic hydrogenation in a hydrogen gas atmos- phere at a pressure of 70 to 700 kPa, preferably 270 to 350 kPa, in the presence of a metal cat- alyst such as palladium supported on an inert carrier such as activated carbon, in a weight ratio of 5 to 20% of metal to carrier, suspended in a solvent such as ethanol at ambient temperature.

The use and choice of the ting groups will be apparent to one skilled in chemical synthe- sis (see, for example, Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic sis, 4th ed.; Wiley: New York, 2007).

Amines of formula (XI) (necessary for process G and also for preparation of (thio)carbamates of formula (IV) mentioned above) can be obtained from the corresponding pyridines of formula (XIV): R6 R7 R6 R7 MR8 H N N X PGN N X\ /Q n 2 QWRS / \Z/ / Z | W | W \ 5 R4 R5 R4 R (XIV) Within the pyridines of a (XIV), the group “PGN” is a protected amine substituent selected from the group ting of N3, aliphatic or aromatic ates, aliphatic or aromatic , N-C1-C6-alkyI-amines, N-aryI-amines or heteroaryIamides.

Preferably PGN is selected from the group consisting of N3, C1-Cs-alkyI-O(CO)NH-, C1-C5- hanaIkyI-O(CO)—NH-, (tri-C1-Cs-aIkyI)-Si-C1-Ce-alkyI-O(CO)NH-, C2-Ce-alkenyI-O(CO)NH-, C3- Ce-alkynyI-O(CO)NH-, C3-Ce-cycloalkyI-O(CO)NH-, quorenyImethyI-O(CO)NH-, H(CO)N-, C1'CG' aIkyI-(CO)-NH-, C1-C6-haloalkyI-(CO)-NH-, C1-Cs-alkyI-NH, di(C1-Ce-a|kyI)-N-, (C1-Ce-alkyoxy- C1-C4-alkyl)NH-, di(C1-C5-alkyoxy-C1-C4-alkyl)N-, C2-C6-alkenyI-NH, di(C2—C5-alkenyl)N-, 1- C4-aIkyl)—Si-C1-C4-alkoxy-C1-C4-alkyI-NH-, i-C1-C4-aIkyl)—Si-C1-C4-alkoxy-C1-C4-alkyl]N-, fluorenylmethyl-NH-, di(f|uorenylmethyl)N-, N-phthalimide, N-2,3-dimethylmaleimide or N-2,5- dimethylpyrrole, phenyl-O(CO)NH-, phenyl-C1-C4-alkyl-O(CO)NH-, phenyl-(CO)NH-, phenyl-C1- Cs-alkyl-(CO)NH-, pyridyl-(CO)-NH-, ortho-(C1-C4-alkoxy)-phenyI-NH, di[ortho-(C1-C4-alkoxy)- phenyl]N-, para-(C1-C4-alkoxy)-phenyI-NH, di[para-(C1-C4-alkoxy)-phenyl]N-, phenyl-C1-C4-alkyl- NH-, di(phenyl-C1-C4-alkyl)N-, C1-C4-alkoxy)-phenyI-C1-C4-alkyI-NH, di[para-(C1-C4- alkoxy)-phenyl-C1-C4-alkyl]N-, wherein each phenyl or l ring can be substituted by one to three substituents ed from the group consisting of halogen, CN, N02, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylsulfinyl and C1-C4-alkylsulfonyl; more preferably PGN is selected from the group consisting of C1-Cs-alkyI-O(CO)NH-, fluorenyl- methyl-O(CO)NH-, H(CO)N-, C1-C5-alkyl-(CO)-NH-, C1-C6-haloalkyI-(CO)-NH, N-phthalimide, phenyl-O(CO)NH-, phenyl-C1-C4-alkyl-O(CO)NH-, phenyl-C1-C4-alkyl-NH-, di(phenyl-C1-C4- alkyl)N-, wherein each phenyl or pyridyl ring can be substituted by one to three C1-C4-alkoxy substituents.

In case “PGN” is an azide substituent, the pyridines of formula (XIV) can be converted into the amine of a (XI) using reductive reaction conditions, such as zinc in an aqueous ammoni- um chloride solution.

In case “PGN” is an ed amine substituent, the pyridines of formula (XIV) can be converted into the amines of formula (XI) using acid.

The use and choice of the “PGN” substituent and appropriate ection s will be ap- parent to one skilled in chemical synthesis (see, for example, Greene, T. W.; Wuts, P. G. M.

Protective Groups in Organic sis, 4th ed.; Wiley: New York, 2007).

Oxazinones of formula (XII) (necessary for process G mentioned above) are commercially available or can be prepared by known methods ( The compounds of the formula (XIII) required for the preparation of the (thio)carbamates of the formula (IV) are disclosed in the literature (for example Houben-Weyl, en der organ- ischen Chemie, E4, 1983, p. 6-17) and can be prepared accordingly or purchased commercial- Pyridines of formula (XIV) (necessary for preparation of amines of formula (IX) ned above) can be prepared by reaction of compounds of formula (XXIII) with compounds of formula (VIII) (necessary for process D mentioned above) in the presence of a base in y to pro- cess D mentioned above: R6 R7 6 7 + Rs R R ,X\ P n R8 H Z pGN N L4 w PGN N X\ /Q n (VIII) / Z | | w \ 5 R4 R5 base R4 R (XXIII) (XIV) Within the compounds of formula (XXIII), L4 is a leaving group such halogen, C1'CB' quonate or arylsulfonate; preferably F, CI, CI-Cs-alkylsulfonate or arylsulfonate; especially preferred F, Cl, mesylat or tosylat; more preferred F or Cl.

Within the compounds of formulae (XIV) and (XXIII), the group “PGN” is a protected amine sub- stituent as defined above for the amines of formula (XI).

The compounds of formula (XV) required for the ation of the pyridines of formula (XVI), the compounds of a (XVII) and the compounds of formula ) are commercially avail- able.

The compounds of formula (XVI) required for the preparation of the compounds of formula (VII) can be ed by reaction of compounds of formula (XV) with compounds of formula (XIII) in analogy to known processes (i.e. Houben-Weyl, Methoden der organischen Chemie [Methods of organic try], E5, 1985, p. 972-980, and also VIII, p. 655 and XI part 2, p. 10): L Y 4 Y 4 H N N L N N L 2 LZALZ /| H/ /| \ 5 \ 5 R4 R (XIII) R4 R (XV) (XVI) The compounds of formula (XVII) required for the alternative preparation of the compounds of formula (VII) can be prepared from compounds of formula (XV) in y to the preparation of iso(thio)cyanates of formula (VI) from the corresponding amine of formula (XI) as described above: (thio)phospho- H N N L4 genating YCN N L / agent / | | \ 5 R4 R5 R4 R (XV) (XVII) The compounds of a ) required for the preparation of the compounds of formula (IX) can be prepared by reaction of nds of formula (Vll) with compounds of formula (XIX) in the presence of a base in analogy to process D mentioned above: 1 1 R2I\'I Y Y + X Q H/‘Z’ ‘PG 3' N N L4 IY 3 N N x Q R ———— R ‘PG /| (XIX) 0 R4\Ui/R5 (VII) (XVIII) Within the compounds of formual (VII), L4 is a leaving group such halogen, C1-Ce-alkylsulfonate or arylsulfonate; ably F, Cl, CI-Cs-alkylsulfonate or arylsulfonate; especially preferred F, Cl, mesylat or tosylat; more preferred F or Cl.

Within the compounds of formulae (XIX) and (XVIII) the group “PG” is a protecting group as defined above for the compounds of formula (IX).

As an alternative, compounds of formula (XVIII) required for the ation of the nds of formula (IX) can also be prepared by reaction of (thio)carbamates of formula (XX) with enamines of formula (V) in analogy to s B mentioned above: R2 l\|lH R1 L2 + Y R2 N Y Y L3 R3 / H/N /N X\z/Q\p(3 N x R3 U Q O \Z’ ‘PG (V) \ R4 R5 (XX) (XVIII) Within the carbamates of formula (XX) “PG” is a protecting group as defined above for the compounds of formula (IX).

As an alternative, compounds of formula (XVIII) required for the preparation of the compounds of formula (IX) can also be prepared by reaction of iso(thio)cyanates of formula (XXIV) with enamines of formula (V) in analogy to process C mentioned above: R2 N 1 \H 2 I + R N Y R3 / YCN /N X /Q N x Q \Z \PG 0 R3 U\Z / \PG | —> v \ 5 \ R5 () R4 R (XXIV) (XVIII) Within the compounds of formulae (XXIV) and (XVIII) the group “PG” is a protecting group as defined above for the compounds of formula (IX).

As an alternative, compounds of formula (XVIII), wherein R1 is H and Y is O, can be prepared by reaction of amines of formula (XXI) with oxazinones of formula (XII) in analogy to process G mentioned above: C1-C6-alkyl R2 N N + | j; C1-C6-alkyl H N N X Q o / \Z / ‘PG I 3 N N X Q | R / \Z’ ‘PG \ 5 I (XXI) (XVIII), wherein R1 is H Those compounds of a ), wherein R1 is NH2, C1-C6-alkyl or C3-C6-alkynyl, can be prepared by amination or alkylation of those compounds of a (XVIII), wherein R1 is H.

Such amination or tion can be conducted in analogy to known processes (e.g. W0 208; WO 06/125746).

The compounds of formula (XIX) required for the preparation of compounds of formula (XVIII) are commercially available.

The carbamates of formula (XX) required for the preparation of compounds of formula (XVIII) can be prepared by reaction of amines of formula (XXI) with compounds of formula (XIII) in analogy to known processes (i.e. Houben-Weyl, Methoden der organischen Chemie [Meth- ods of organic chemistry], E5, 1985, p. 972-980, and also VIII, p. 655 and XI part 2, p. 10): WO 02768 Y L Y H2N N X\ Q\ LZALZ \N( N X Q / 2’ PG H’ / ‘2’ \PG \ 5 ( XIII) I 4 R \ 5 R R4 R (XXI) (XX) Within the (thio)carabamtes of formula (XX) and the amines of formula (XXI), the group “PG” is a protecting group as defined above for the compounds of a (IX).

The amines of formula (XXI) required for the ation of (thio)carbamates of a (XX) can be prepared from the corresponding pyridines of formula (XXII): PGN N X Q H 2N . N X Q / ‘Z , \PG deprotectIon / \Z ’ \PG I I \ 5 \ 5 4 R 4 R R R (XXII) (XXI) Within the pyridines of formula (XXII) the group “PG” is a protecting group as defined above for the compounds of formula (IX).

Within the pyridines of formula (XXII), the group “PGN” is a protected amine tuent as de- fined above for the amines of formula (XI).

The pyridines of formula (XXII) required for the preparation of amines of formula (XXI) can be prepared from nds of formula (XXIII) with compounds of formula (XIX) in the presence of a base in analogy to process D mentioned above: 4 X Q PGN N X PGN /N L + Q H / \Z / \PG / \Z I \PG I I \ 5 4 R5 R4 R R (XIX) (XXIII) (XX“) Within the compounds of formula (XXIII), L4 is a leaving group such halogen, C1'CB' alkyIsquonate or aryIsquonate; preferably F, CI, CI-Cs-alkylsulfonate or aryIsquonate; especially preferred F, Cl, mesylat or t; more preferred F or Cl.

Within the pyridines of a (XXII) and the compounds of formula (XIX), the group “PG” is a protecting group as defined above for the compounds of formula (IX).

Within the pyridines of formula (XXII) and the compounds of formula (XXIII), the group “PGN” is a protected amine substituent as defined above for the amines of formula (XI).

WO 02768 The nds of formula ) required for the preparation of pyridines of formula (XXII) are commercially available or can be prepared by known methods from the ponding amine XV (e.g. Greene, T. W.; Wuts, P. G. M. tive Groups in Organic Synthesis, 4th ed.; Wiley: New York, 2007).

The iso(thio)cyanates of formula (XXIV) required for the alternative preparation of compounds of formula (XVIII) can be obtained from amines of formula (XXI) in analogy to the preparation of iso(thio)cyanates of formula (VI) from the corresponding amine of formula (XI) as described above: H2N N X Q (thi°)ph9Sph°' YCN N X Q / ‘Z’ ‘PG genatlng / ‘Z’ ‘PG | agent | \ 5 —> \ 5 R4 R R4 R (XXI) (XXIV) The acid halides of formula (II) are novel compounds and as shown above suitable intermediates for the preparation of the uracilpyridines of a (I) according to the present invention.

Therefore the present invention also provides acid halides of formula (II) R2 [xi 7 R3 N /N X\Z /QMLIn (H), wherein the substituents have the following meanings: R1 hydrogen, NH2, C1-Cs-alkyl or Cg-Cs-alkynyl; R2 hydrogen, C1-Cs-alkyl or C1-Cs—haloalkyl; R3 hydrogen or C1-Cs-alkyl; R4 H or halogen; R5 halogen, CN, N02, NH2, CF3 or C(=S)NH2; R6 H, halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Cs—haloalkoxy, C1-Cs- alkylthio, -alkyl)amino, di(C1-Cs-alkyl)amino, alkoxy-C1-Cs-alkyl, C1-Csalkoxycarbonyl R7 H, halogen, C1-C3-alkyl, C1-C3-alkoxy; 1 to 3; O, 8, 80, 802, NH or (C1-Cs-alky|)N; E03 O or S; X 0 or S; Y O or 8 Z , pyridyl, pyridazinyl, dinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Cs-haloalkoxy; and L1 is halogen.

Preferred are those acid halides of formula (II), wherein L1 is F, Cl or Br; ally preferred is F or Cl; more preferred is Cl.

With respect to the variables, the particularly preferred embodiments of the acid halides of for- mula (ll) pond, either independently of one another or in combination with one another, to those of the variables of R1, R2, R3, R4, R5, R6, R7, n, Q, W, X, Y, Z of the uracilpyridines formu- la (l), or have, either independently of one another or in ation with one another, the fol- lowing meanings: R1 is NH2 or CH3; R2 is C1-C4-haloalkyl; R3 is H; R4 is H, F or Cl; R5 is F, Cl, Br or CN; R6 is H, C1-Cg-alkyl or C1-Cs-alkoxy; R7 is H; N-<><EQ: is 1; is O or S; is O; is O; is O; is selected from the group consisting of Z1, Z4, Z5, 26 and Z7as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; and L1 is Cl; preferably R1 is NH2 or CH3; 40 R2 is C1-C4-haloalkyl; R3 is H; R4 is H, F or Cl; R5 is F, Cl or CN; R6 is H, alkyl or C1-Cs-alkoxy; R7 is H; N-<><EQ: is 1; is O or S; is O; is O; is O; is selected from the group ting of 21, Z4, Z5, 26 and Z7as d above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, haloalkoxy; and L1 is Cl.

Particular preference is given to acid halides of formula (||.a) (corresponds to formula (II) where- in R1 is CH3, R2 is CF3, R3 is H, R7is H, n is 1, Q, W, X and Y are 0, Z is 2-1 as defined, where- in R8, Rb, RC and Rd are H, and L1 is Cl: cH3 R F3C N o | YN ONO N o o O I ’ \ 5 R4 R wherein the variables R4, R5, R6 and L1 have the meanings, in particular the preferred meanings, as defined above.

Special preference is given to the acid halides of the formulae (||.a.1) to (ll.a.24), preferably the acid halides of the formulae (||.a.1) to (ll.a.18), of table M, where the definitions of the variables R4, R5 and R6 are of particular importance for the compounds according to the invention not only in combination with one another but in each case also on their own: Table H No. R4 R5 R6 ||.a.1. H F H . H F CH3 ||.a.3. H F OCH3 ||.a.4. H Cl H ||.a.5. H Cl CH3 ||.a.6. H Cl OCH3 ||.a.7. H CN H ||.a.8. H CN CH3 ||.a.9. H CN OCH3 ||.a.10. F F H ||.a.11. F F CH3 No. R4 R5 R6 2. F F OCHs ||.a.13. F CI H ||.a.14. F CI CH3 ||.a.15. F CI OCHs ||.a.16. F CN H ||.a.17. F CN CH3 ||.a.18. F CN OCHs ||.a.19. H Br H ||.a.20. H Br CH3 ||.a.21. H Br OCHs ||.a.22. F Br H ||.a.23. F Br CH3 ||.a.24. F Br OCHs Also preferred are the acid halides of formula (||.b), preferably the acid halides of ae (ll.b.1) to (ll.b.24), particularly preferred the acid s of formulae (ll.b.1) to (ll.b.18), which differ from the corresponding acid halides of ae (||.a.1) to (||.a.24) only in that Z is 2-7, wherein R8, Rb and RC are H: CH3 R F3C l\|l o I Y WCI N N o o / / N I Nb.) 0 | < \ 5 \ R4 R The intermediates of formula (int-1) combining the compounds of formulae (IX) and (XVIII) are novel compounds and as shown above suitable intermediates for the preparation of the uracilpyridines of formula (I) according to the present invention. ore the present invention also provides intermediates of formula (int-1) wherein the substituents have the following meanings: R1 hydrogen, NH2, C1-Cs-alkyl or Cg-Cs-alkynyl; R2 hydrogen, C1-Cs-alkyl or C1-Cs-haloalkyl; R3 hydrogen or C1-Cs-alkyl; R4 H or halogen; R5 halogen, CN, N02, NH2, CF3 or C(=S)NH2; Q 0, 8, 80, 802, NH or (C1-Cs-alkyl)N; X 0 or S; Y O or 8 Z , l, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 tuents selected from the group consisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, C1-Cs-alkoxy, C1-Cs-haloalkoxy; and l1 is H or PG, wherein PG is a protecting group ed from the group consisting of C1-Ce-alkyl, C1-Ce-cyanoalkyl, C1-Cs—haloalkyl, C1-Ce-alkylthio-C1-C4- alkyl, C1-Ce-alkoxy-C1-C4-alkyl, C1-Cs-alkoxy—C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyoxy-C1-C4- alkyl, C2-Cs-alkenyl, Cs-Cs-alkynyl, C3-Cs-cycloalkyl, Cs—Cs-cylcloalkyl-C1- C4-alkyl, Cs-Cs-cycloalkenyl, tetrahydropyranyl, (tri-C1-Cs-alkyl)silyl, [(di- phenyl)(C1-C4-alkyl)]silyl, formyl, C1-Cs-alkyl-carbonyl, C1-Cs-alkyl-O- carbonyl, Cz-Cs-alkenyl-O-carbonyl, [(diphenyl)(C1-C4-alkyl)]silyl-C1-C4- alkyl, -C1-C4-alkyl, phenylthio-C1-Ce-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents selected from the group consisting of halogen, CN, N02, C1-C4-alkyl and C1-C4-alkoxy; including their lturally acceptable salts or derivatives, provided the intermediates of formula (int-1) have a carboxyl group. red are those intermediates of formula (int-1), wherein |1 is H, C1-Cs-alkyl, C1-Ce-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyl, Cz-Ce-alkenyl, tetrahydropyranyl, (tri-C1-Cs-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl or phenyl-C1-C4-alkyl; especially preferred is H.

With respect to the variables, the particularly red embodiments of the intermediates of formula (int-1) correspond, either independently of one another or in combination with one an- other, to those of the variables of R1, R2, R3, R4, Q, X, Y and Z of the uracilpyridines formula (I), or have, either independently of one r or in combination with one another, the following 40 gs: R1 is NH2 or CH3; R2 is C1-C4-haloalkyl; R3 is H; WO 02768 R4 is H, F or Cl; is F, Cl, Br or CN; N-<><OD is 1; is O or S; 01 is O; is O; is selected from the group consisting of 21, Z4, Z5, 26 and Z7as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; and l1 is H, C1-Cs-alkyl, C1-Ce-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyl, Cz-Cs-alkenyl, tetrahydropyranyl, (tri-C1-Cs-alkyl)silyl, enyl)(C1-C4-alkyl)]silyl or phenyl-C1-C4-alkyl; preferably R1 is NH2 or CH3; R2 is C1-C4—haloalkyl; R3 is H; R4 is H, F or Cl; R5 is F, Cl or CN; n is 1; Q is O or S; X is O; Y is 0; Z is ed from the group consisting of 21, Z4, Z5, 25 and Z7as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; and is H, C1-Ce-alkyl, C1-Ce-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyl, Cz-Ce-alkenyl, tetrahydropyranyl, 1-Cs-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl or phenyl-C1-C4-alkyl.

Particular preference is given to intermediates of formula (int-1.a) (corresponds to formula (int-1) wherein R1 is CH3, R2 is CF3, R3 is H, Q, X and Y are 0, Z is 2-1 as defined, wherein R8, Rb, RC and Rd are H: | 1 F3C N Y0 I N N O (int-1 a)' ’ \ 5 4 R n the variables R4, R5 and l1 have the meanings, in ularthe preferred mean- ings, as defined above.

Special preference is given to the intermediates of the formulae (int-1.a.1) to (int-1.a.24), pref- erably the ediates of the formulae (int-1.a.1) to (int-1.a.18), of table l-2, where the - tions of the variables R4, R5 and l1 are of ular importance for the compounds according to the invention not only in combination with one another but in each case also on their own: Table l-2 No. R4 R5 l1 a.1. H F H int-1.a.2. H F CH3 int-1.a.3. H F CH2-C6H5 int-1.a.4. H Cl H a.5. H Cl CH3 int-1.a.6. H Cl CHZ'CBHS a.7. H CN H int-1.a.8. H CN CH3 int-1.a.9. H CN CHZ'CBHS a.10. F F H int-1.a.11. F F CH3 int-1.a.12. F F CHZ'CBHS int-1.a.13. F Cl H int-1.a.14. F Cl CH3 int-1.a.15. F Cl CHZ'CBHS int-1.a.16. F CN H int-1.a.17. F CN CH3 int-1.a.18. F CN CHZ'CBHS int-1.a.19. H Br H int-1.a.20. H Br CH3 int-1.a.21. H Br CHZ'CBHS int-1.a.22. F Br H int-1.a.23. F Br CH3 int-1.a.24. F Br CHZ'CBHS Also preferred are the intermediates of formula (int-1.b), preferably the intermediates of formu- lae (int-1.b.1) to (int-1.b.24), particularly preferred the intermediates of formulae (int-1.b.1) to (int-1.b.18), which differ from the corresponding intermediates of formulae (int-1.a.1) to (int- 1.a.24) only in that Z is 2-7, wherein R8, Rb and RC are H: l 1 F3C N o O/I | YN N o / / N | | (int-1.b). 4 R5 \ The intermediates of formula (int-2) combining the (thio)carbamates of a (IV), the iso(thio)cyanates of formula (VI), the amines of a (XI) and the pyridines of formula (XIV) are novel compounds and as shown above suitable ediates for the preparation of the uracilpyridines of formula (I) according to the present invention. ore the present invention also provides intermediates of formula (int-2) 6 7 R R 2 [\l N X QmRSn - / \Z/ (Int-2), l w \ 5 R4 R wherein the substituents have the following meanings: R4 H or halogen; R5 halogen, CN, N02, NH2, CF3 or C(=S)NH2; R6 H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3- hio, -alkyl)amino, di(C1-Cs-alkyl)amino, C1-Cs-alkoxy-C1-Cs-alkyl, C1-Csalkoxycarbonyl R7 H, halogen, C1-C3-alkyl, C1-C3-alkoxy; R8 0R9, SR9, NR10R11, NR9OR9, NR98(O)2R10 or NR98(O)2NR10R11, wherein R9 is en, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl, C1-Cs-haloalkyl, C3-C6- haloalkenyl, Cs—Ce—haloalkynyl, C1-Cs-cyanoalkyl, C1-Ce-alkoxy-C1-Cs-alkyl, C1- Cs-aIkoxy-C1-Cs-aIkoxy-C1-Cs-alkyl, di(C1-Cs-a|koxy)C1-Ce-a|ky|, C1-Cs-haloalkoxy —C1-Cs-alkyl, alkenyloxy—C1-Ce-alkyl, Cs-Cs-haloaIkenyloxy-C1-Cealkyl , Cg-Cs-alkenyloxy—C1-Cs-alkoxy-C1-Ce-alkyl, C1-Ce-alkylthio-C1-Cs-alkyl, C1-Ce-alkylsulfinyl-C1-Cs-alkyl, C1-Cs-alkylsulfonyl-C1-Ce-alkyl, C1-CeaIkylcarbonyI-C1-Cs-alkyl , C1-Cs-aIkoxycarbonyI-C1-Cs-aIkyl, C1'CB' haloa|koxycarbonyI-C1-Cs-alkyl, Cs—Ce-aIkenyloxycarbonyI-C1-Cs-alkyl, C3-C6- alkynyloxycarbonyl-C1-Cs-alkyl, amino, (C1-Cs-alkyl)amino, di(C1-Cealkyl )amino, (C1-Cs-alkylcarbonyl)amino, amino-C1-Ce-alkyl, - alkyl)amino-C1-Ce-alkyl, di(C1-Cs-alkyl)amino-C1-Ce-alkyl, aminocarbonyl-C1- Ce-alkyl, (C1-Cs-alkyl)aminocarbonyl-C1-Cs-alkyl, di(C1-Ce-alkyl)aminocarbonyl- C1-Ce-alkyl, -N=CR12R13, wherein R12 and R13 independently of one another are H, C1-C4- alkyl or ; Cs—Cs-cycloalkyl, Cs—Ce-cycloalkyl-C1-Cs-alkyl, Cs—Ce—heterocyclyl, C3-C6- heterocyclyl—C1-Cs-alkyl, , phenyl-C1-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14 or a 3- to 7- membered yclus, which yclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four t- uents selected from R14; wherein R14 is halogen, N02, CN, C1-C4-alkyl, C1-C4—halo- alkyl, C1-C4-alkoxy or C1-C4-alkoxycarbonyl; R10, R11 independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, - C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; ngos 1 to 3; O, 8, 80, 802, NH or (C1-Cs-alkyl)N; O or S; O or S; phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-Cs-alkyl, C1-Cs—haloalkyl, alkoxy, C1-Cs-haloalkoxy; I2 H; '3 H or C(=Y)L2, wherein Y is O or S, and L2 is is a nucleophilically displaceable leaving group, preferably C1'CB' alkoxy, C1-Ce-alkylthio or aryloxy, wherein the aryl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three tuents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4- alkylthio; 40 or |2 and I3 together with the N-atom, to which they are attached, form a group “YCN”, n Y is O or S, or a group “PGN”, which is a ted amine substituent selected from the group consisting of N3, aliphatic or aromatic carbamates, ali- phatic or aromatic amides, N-C1-Cs-alkyl-amines, N-aryl-amines or heteroarylamides, ing their salts.

L2 ably is C1-Cs-alkoxy, C1-Cs-alkylthio or phenyloxy, wherein the phenyl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three ls from the group of cyano, nitro, C1- C4-alkyl, C1-C4-alkoxy and C1-C4-alkylthio; more preferably is C1-Cs-alkoxy, C1-Cs-alkylthio or phenyloxy; most preferably is C1-Cs-alkoxy.

Preferably PGN is selected from the group consisting of N3, C1-Cs-alkyI-O(CO)NH-, C1-Cs- haloalkyI-O(CO)-NH-, (tri-C1-Ce-a|ky|)-Si-C1-Ce-alkyI-O(CO)NH-, Cz-Ce-alkenyI-O(CO)NH-, C3- Cs-alkynyI-O(CO)NH-, Cs—Cs-cycloalkyI-O(CO)NH-, f|uoreny|methy|-O(CO)NH-, H(CO)N-, C1-Ce- alkyI-(CO)-NH-, C1-Cs-haloalkyI-(CO)-NH-, C1-Ce-alkyI-NH, di(C1-Ce-a|kyI)-N-, (C1-Ce-alkyoxy- C1-C4-alkyl)NH-, di(C1-Ce-alkyoxy-C1-C4-alkyl)N-, Cz-Cs-alkenyl-NH, di(Cz-Ce-alkenyl)N-, (tri-C1- C4-alkyl)-Si-C1-C4-alkoxy-C1-C4-alkyl-NH-, di[(tri-C1-C4-alkyl)-Si-C1-C4-alkoxy-C1-C4-alkyl]N-, f|uoreny|methyl-NH-, di(fluorenylmethyl)N-, N-phthalimide, N-2,3-dimethylmaleimide or N-2,5- ylpyrrole, phenyl-O(CO)NH-, -C1-C4-alkyl-O(CO)NH-, phenyl-(CO)NH-, phenyl-C1- yl-(CO)NH-, pyridyl-(CO)-NH-, ortho-(C1-C4-alkoxy)-phenyl-NH, di[ortho-(C1-C4-alkoxy)- phenyl]N-, para-(C1-C4-alkoxy)-phenyl-NH, a-(C1-C4-alkoxy)-phenyl]N-, phenyl-C1-C4-alkyl- NH-, nyl-C1-C4-alkyI)N-, para-(C1-C4-a|koxy)-phenyI-C1-C4-a|ky|-NH, di[para-(C1-C4- alkoxy)-phenyl-C1-C4-alkyl]N-, wherein each phenyl or pyridyl ring can be substituted by one to three substituents selected from the group consisting of halogen, CN, N02, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylsulfinyl and C1-C4-alkylsulfonyl; more preferably PGN is ed from the group consisting of C1-Cs-alkyI-O(CO)NH-, f|uoreny|- methyI-O(CO)NH-, H(CO)N-, C1-C6-alkyI-(CO)-NH-, C1-C5-haloalkyI-(CO)-NH, N-phthalimide, -O(CO)NH-, phenyl-C1-C4-alkyl-O(CO)NH-, phenyl-C1-C4-alkyl-NH-, di(phenyl-C1-C4- alkyl)N-, wherein each phenyl or pyridyl ring can be substituted by one to three C1-C4-alkoxy substituents.

Suitable salts of the intermediates of formula ) include NH4+, Lit, Na+, K+ or Mg2+ salts of the described amide or carbamate derivatives.

Particularly preferred are those intermediates of formula (int-2), wherein l2 and l3 are H.

With respect to the variables, the particularly preferred embodiments of the intermediates of formula (int-2) correspond, either independently of one another or in combination with one an- other, to those of the variables of R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, n, Q, W, X, Y and Z of the uracilpyridines formula (I), or have, either independently of one another or in combina- tion with one another, the following meanings: R4 is H, F or Cl; R5 is F, Cl, Br or CN; R6 is H, alkyl or C1-Cs-alkoxy; R7 is H; R8 is OR9 or NR98(O)2R10, wherein R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl or C1-Cs-haloalkyl, and R10 is alkyl; N-<><EQ: is 1; is O or S; is O; is O; is O; is selected from the group consisting of Z1, Z4, Z5, 26 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re independently of one r are H, halogen, CN, alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, C1-Ce-haloalkoxy; |2 is H; and l3 is H or C(=Y)L2, wherein Y is O and L2 is C1-Cs-alkoxy. or |2 and I3 er with the N-atom, to which they are attached, form a group selected from “YCN”, wherein Y is 0, including the salts of the intermediates of formula ); preferably R4 is H, F or Cl; R5 is F, Cl or CN; R6 is H, alkyl or C1-Cs-alkoxy; R7 is H; R8 is OR9 or NR98(O)2R10, wherein R9 is hydrogen, C1-Cs-alkyl, Cs—Cs-alkenyl, Cs-Cs-alkynyl or C1-Cs-haloalkyl, and R10 is C1-Cs-alkyl; is 1; is O or S; is O; is O; 40 N-<><EQ: is O; is selected from the group consisting of Z1, Z4, Z5, 26 and Z7 as defined above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, alkoxy, C1-Ce-haloalkoxy; |2 is H; and l3 is H or C(=Y)L2, n Y is O and L2 is C1-Cs-alkoxy. or |2 and I3 together with the N-atom, to which they are attached, form a group selected from “YCN”, wherein Y is 0, including the salts of the intermediates of formula (int-2).

Preference is given to intermediates of formula (int-2.a) (correspond to formula (int-2) wherein R7is H, n is 1, Q, W, X and Y are 0, Z is 2-1 as defined, wherein R8, Rb, RC and Rd are H, and l2 and l3 are H): H 0)}1/ rxi N o o H/ / | (int-2a), \ 5 R4 R wherein the variables R4, R5, R6 and R8 have the meanings, in particular the preferred meanings, as defined above; particularly preferred are the intermediates of the ae (int-2.a.1) to (int-2.a.672), preferably the intermediates of the formulae .a.1) to (int-2.a.504), where the definitions of the varia- bles R4, R5 ,R6 and R8 are as defined in table A above.

Also preferred are the intermediates of formula (int-2.b), preferably the intermediates of formu- lae .b.1) to (int-2.b.672), ularly preferred the intermediates of formulae (int-2.b.1) to (int-2.b.504), which differ from the corresponding intermediates of formulae (int-2.a.1) to (int- 2) only in that Z is 2-7, wherein R8, Rb and RC are H: H 0% hi N o o H/ / / N | | (int-2.b) R4 R5 \ Also preferred are the intermediates of formula (int-2.c), preferably the intermediates of formu- lae (int-2.c.1) to (int-2.c.672), particularly preferred the intermediates of formulae (int-2.c.1) to (int-2.c.504), which differ from the corresponding intermediates of ae (int-2.a.1) to (int- 2.a.672) only in that l2 and I3 together with the N-atom, to which they are attached, form the group “OCN”: | (int-2.0), Also red are the intermediates of formula (int-2.d), ably the intermediates of formu- |ae (int-2.d.1) to (int-2.d.672), particularly preferred the intermediates of formulae .d.1) to (int-2.d.504), which differ from the corresponding intermediates of formulae (int-2.a.1) to (int- 2.a.672) only in that Z is Z-7, wherein R8, Rb and RC are H, and l2 and I3 together with the N- atom, to which they are attached, form the group “OCN”: OCN N O O / / N | | (int-2.d) \ 5 \ 4 R Also preferred are the intermediates of formula (int-2.e), preferably the intermediates of formu- lae (int-2.e.1) to (int-2.e.672), particularly preferred the intermediates of formulae (int-2.e.1) to (int-2.e.672), which differ from the corresponding intermediates of formulae (int-2.a.1) to (int- 2.a.504) only in that l3 is (CO)OCzH5: /O O R C 2 \Ié O N N O O H / / | (int-2.9), \ 5 4 R Also preferred are the intermediates of formula .f), preferably the intermediates of formulae (int-2.f.1) to (int-2.f.672), particularly preferred the intermediates of formulae (int-2.f.1) to (int- 2.f.504), which differ from the corresponding intermediates of formulae .a.1) to (int-2.a.672) only in that Z is Z-7, wherein R8, Rb and RC are H, and l3 is (CO)OCzH5: o o R H5C2/ Y o N N o o H/ / / N | | (int-2.f) 4 R5 \ The intermediates of formula (int-3) combining the (thio)carbamates of formula (XX), the iso(thio)cyanates of a (XXIV), the amines of formula (XXI) and the pyridines of formula (XXII) are novel compounds and as shown above suitable ediates for the preparation of the uracilpyridines of formula (I) according to the present ion.

Therefore the present invention also provides intermediates of formula (int-3) 2 N N X Q l/ / \Z’ \PG | (int-3), \ 5 4 R wherein the tuents have the following meanings: R4 H or halogen; R5 halogen, CN, N02, NH2, CF3 or H2; Q 0, 8, 80, 802, NH or (C1-Cs-alky|)N; X 0 or 8; Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-Cs-alkyl, C1-Cs-haloalkyl, C1-Cs-alkoxy, C1-Cs—haloalkoxy; PG is a protecting group selected from the group consisting of alkyl, C1-Ce-cyanoalkyl, C1-Cs-haloalkyl, C1-Cs-aIkylthio-C1-C4-alkyl, C1-C6- alkoxy—C1-C4-alkyl, C1-Ce-aIkoxy—C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyI-C1-C4— alkyl, (tri-C1-Cs-aIkyl)siIyl-C1-C4-alkyoxy-C1-C4-alkyl, Cz-Ce-alkenyl, Cg-Cs-alkynyl, Cs—Cs-cycloalkyl, Cs—Cs-cylcloaIkyI-C1-C4-alkyl, C5-Ce-cycloalkenyl, tetrahydropyra- nyl, (tri-C1-Cs-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl, formyl, C1-Cs-alkyI-carbonyl, C1-Cs-alkyI-O-carbonyl, Cz-Cs-alkenyI-O-carbonyl, enyl)(C1-C4-alkyl)]silyI-C1- C4-alkyl, phenyl-C1-C4-alkyl, thio-C1-Ce-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents se- lected from the group consisting of halogen, CN, N02, alkyl and C1-C4- alkoxy; I2 H; I3 H or C(=Y)L2, wherein Y is O or S, and L2 is is a philically displaceable leaving group, preferably C1'CB' alkoxy, C1-Ce-alkylthio or aryloxy, wherein the aryl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three substituents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4- alkylthio; or |2 and I3 together with the N-atom, to which they are attached, form a group “YCN”, wherein Y is O or S, or a group “PGN”, which is a protected amine substituent selected from the group consisting of N3, aliphatic or ic carbamates, ali- phatic or aromatic amides, N-C1-Cs-alkyl-amines, N-aryl-amines or heteroarylamides, including their salts.

Preferred are those intermediates of formula (int-3), wherein PG C1-Ce-alkyl, C1-Ce-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyl, Cz-Ce-alkenyl, tetra- yranyl, (tri-C1-Cs-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl or phenyl-C1-C4-alkyl. red are those intermediates of formula ), wherein PGN is selected from the group consisting of N3, C1-Cs-alkyl-O(CO)NH-, C1-Cs-haloalkyl-O(CO)- NH-, (tri-C1-Ce-alkyl)-Si-C1-Ce-alkyl-O(CO)NH-, alkenyl-O(CO)NH-, Cs—Ce-alkynyl- O(CO)NH-, Cs—Cs-cycloalkyl-O(CO)NH-, fluorenylmethyl-O(CO)NH-, H(CO)N-, C1-Ce-alkyl-(CO)- NH-, C1-Cs-haloalkyl-(CO)-NH-, C1-Cs-alkyl-NH, di(C1-Cs-alkyl)-N-, (C1-Cs-alkyoxy-C1-C4- alkyl)NH-, di(C1-Cs-alkyoxy-C1-C4-alkyl)N-, Cz-Cs-alkenyl-NH, di(Cz-Ce-alkenyl)N-, (tri-C1-C4- -Si-C1-C4-alkoxy-C1-C4-alkyl-NH-, di[(tri-C1-C4-a|kyl)-Si-C1-C4-alkoxy-C1-C4-alkyl]N-, fluo- renylmethyl-NH-, di(f|uoreny|methyl)N-, N-phthalimide, N-2,3-dimethylmaleimide or N-2,5- dimethylpyrrole, phenyl-O(CO)NH-, phenyl-C1-C4-alkyl-O(CO)NH-, phenyl-(CO)NH-, phenyl-C1- Cs-alkyl-(CO)NH-, pyridyl-(CO)-NH-, ortho-(C1-C4-alkoxy)-phenyl-NH, di[ortho-(C1-C4-alkoxy)- ]N-, para-(C1-C4-alkoxy)-phenyl-NH, di[para-(C1-C4-alkoxy)-phenyl]N-, phenyl-C1-C4-alkyl- NH-, di(phenyl-C1-C4-alkyl)N-, para-(C1-C4-alkoxy)-phenyl-C1-C4-alkyl-NH, di[para-(C1-C4- a|koxy)-phenyl-C1-C4-alkyl]N-, n each phenyl or pyridyl ring can be substituted by one to three substituents select- ed from the group consisting of halogen, CN, N02, C1-C4-alkyl, C1-C4-alkoxy, C1-C4- alkylsulfinyl and C1-C4-alkylsulfonyl; more preferably PGN is selected from the group consisting of C1-Cs-alkyl-O(CO)NH-, fluorenyl- methyl-O(CO)NH-, H(CO)N-, C1-C5-alkyl-(CO)-NH-, C1-C5-haloalkyl-(CO)-NH, N-phthalimide, 40 phenyl-O(CO)NH-, -C1-C4-alkyl-O(CO)NH-, phenyl-C1-C4-alkyl-NH-, di(phenyl-C1-C4- wherein each phenyl or pyridyl ring can be substituted by one to three C1-C4-alkoxy substituents.

Suitable salts of the intermediates of formula (int-3) include NH4+, Lit, Na+, K+ or Mg2+ salts of the described amide or carbamate derivatives.

Particularly preferred are those intermediates of formula (int-3), wherein l2 and l3 are H.

With t to the variables, the particularly preferred embodiments of the intermediates of formula (int-3) correspond, either independently of one r or in combination with one an- other, to those of the variables of R4, R5, Q, X, Y and Z of the uracilpyridines formula (I), or have, either independently of one another or in ation with one another, the following meanings: R4 is H, F or Cl; R5 is F, Cl, Br or CN; N-<><O is O or S; is O; is O; is selected from the group consisting of Z1, Z4, Z5, ZS» Z7 and 221 as defined above, where- in R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1- oalkyl, C1-Cs-alkoxy, C1-Ce—haloalkoxy; PG is C1-Cs-alkyl, C1-Ce-alkoxy-C1-C4-alkyl, 1-Cs-alkyl)silyl-C1-C4-alkyl, Cz-Cs-alkenyl, or tetrahydropyranyl; l2 is H; and l3 is H or C(=Y)L2, wherein Y is O and L2 is C1-Cs-alkoxy, or |2 and I3 together with the N-atom, to which they are ed, form a group selected from “YCN”, wherein Y is O, including salts of the intermediates of formula (int-3); preferably R4 is H, F or Cl; R5 is F, Cl or CN; is O or S; N-<><O is O; is O; is selected from the group consisting of 21, Z4, Z5, 26 and Z7 as d above, wherein R8, Rb, RC, Rd and Re independently of one another are H, halogen, CN, C1-Cs-alkyl, C1'CB' haloalkyl, C1-Cs-alkoxy, haloalkoxy; 40 PG is C1-Cs-alkyl, C1-Ce-alkoxy-C1-C4-alkyl, (tri-C1-Cs-alkyl)silyl-C1-C4-alkyl, Cz-Cs-alkenyl, or tetrahydropyranyl; l2 is H; and l3 is H or C(=Y)L2, wherein Y is O and L2 is C1-Cs-alkoxy, or |2 and I3 together with the N-atom, to which they are ed, form a group selected from “YCN”, wherein Y is 0, including salts of the intermediates of formula (int-3). ular preference is given to intermediates of formula .a) (corresponds to formula (int-3) wherein Q and X are 0, Z is 2-1 as defined, wherein R8, Rb, RC and Rd are H, and l2 and l3 are H o / rxl N o H / / | (int-3a), \ 5 4 R wherein the variables R4, R5 and PG have the meanings, in particular the red meanings, as defined above.

Special preference is given to the intermediates of the formulae (int-3.a.1) to (int-3.a.14), pref- erably the intermediates of formulae (int-3.a.1) to (int-3.a.12), of table l-3, where the definitions of the variables R4, R5 and PG are of particular importance for the nds according to the invention not only in combination with one another but in each case also on their own: Table l-3 No. R4 R5 PG int-3.a.1. H F CH3 int-3.8.2. H F CH2-C6H5 int-3.a.3. H Cl CH3 int-3.a.4. H Cl CH2—CeH5 int-3.a.5. H CN CH3 int-3.a.6. H CN CH2—CeH5 a.7. F F CH3 int-3.8.8. F F CH2-C6H5 a.9. F Cl CH3 int-3.a.10. F Cl CH2—CeH5 int-3.a.11. F CN CH3 int-3.a.12. F CN CH2—CeH5 int-3.a.13. H Br CH3 int-3.a.14. F Br CHZ'CBHS Also preferred are the intermediates of formula (int-3.b), preferably the intermediates of formu- lae .b.1) to (int-3.b.14), ularly preferred the intermediates of formulae .b.1) to (int-3.b.12), which differ from the corresponding intermediates of formulae (int-3.a.1) to (int- 3.a.14) only in that Z is 2-7, wherein R8, Rb and RC are H: H 0/ [xi N o H/ / / N | | (int-3.b) R4 R5 \ Also preferred are the intermediates of formula (int-3.c), preferably the intermediates of formu- lae (int-3.c.1) to (int-3.c.14), particularly preferred the intermediates of formulae (int-3.c.1) to .c.12), which differ from the corresponding intermediates of formulae (int-3.a.1) to (int- 3.a.14) only in that l2 and I3 together with the N-atom, to which they are attached, form the group “OCN”: OCN N O l .0).

Also preferred are the intermediates of formula (int-3.d), preferably the intermediates of formu- lae (int-3.d.1) to (int-3.d.14), particularly preferred the intermediates of formulae (int-3.d.1) to (int-3.d.12), which differ from the corresponding intermediates of formulae (int-3.a.1) to (int- 3.a.14) only in that Z is 2-7, wherein R8, Rb and RC are H, and l2 and I3 together with the N-atom to which they are attached, form the group “OCN”: OCN N o / / N | | .d).

R4 R5 \ Also preferred are the intermediates of a (int-3.e), preferably the intermediates of formulae (int-3.e.1) to (int-3.e.14), particularly preferred the intermediates of formulae (int-3.e.1) to (int-3.e.12), which differ from the corresponding intermediates of formulae (int-3.a.1) to (int- 3.a.14) only in that l3 is (CO)OCzH5: O 0 /PG H 5C2/ Y O N N O H / / l (int-3.9). \ 5 R4 R Also preferred are the intermediates of formula (int-3.f), preferably the intermediates of formulae (int-3.f.1) to (int-3.f.14),particularly preferred the intermediates of formulae .f.1) to (int- 3.f.12), which differ from the corresponding intermediates of formulae .a.1) to (int-3.a.14) only in that Z is 2-7, wherein R8, Rb and RC are H, and l3 is (CO)OCzH5: o 0 /PG H5C2/ Y o N N o H/ / / N | | (int-3.f). 4 R5 \ To widen the spectrum of action and to achieve synergistic effects, the uracilpyridines of formula (I) may be mixed with a large number of representatives of other idal or growth- ting active ingredient groups and then applied concomitantly. Suitable components for mixtures are, for example, herbicides from the classes of the acetamides, amides, aryloxyphenoxypropionates, benzamides, benzofuran, benzoic acids, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, exanediones, dinitroanilines, dinitrophenol, diphenyl ether, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N- phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoroamidates, phosphorodithioates, phthalamates, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidiny|(thio)benzoates, quinolinecarboxylic acids, rbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, linones, triazolocarboxamides, triazolopyrimidines, ones, uracils, ureas.

It may furthermore be beneficial to apply the uracilpyridines of formula (I) alone or in combination with other ides, or else in the form of a mixture with other crop protection agents, for example together with agents for controlling pests or phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions, which are employed for treating nutritional and trace element encies. Other additives such as non-phytotoxic oils and oil concentrates may also be added.

In one embodiment of the present invention the compositions according to the present invention comprise at least one uracilpyridine of formula (I) (compound A) and at least one further active compound selected from herbicides B, preferably herbicides B of class b1) to b15), and safen- ers C (compound C).

In another embodiment of the present invention the compositions according to the present in- vention se at least one uracilpyridine of formula (I) and at least one further active com- pound B (herbicide B).

The further herbicidal compound B (component B) is ably selected from the herbicides of class b1) to b15): lipid biosynthesis inhibitors; acetolactate synthase inhibitors (ALS inhibitors); photosynthesis tors; protoporphyrinogen-IX oxidase inhibitors, bleacher herbicides; enolpyruvyl shikimate 3-phosphate synthase inhibitors (EPSP inhibitors); glutamine synthetase inhibitors; 7,8—dihydropteroate synthase inhibitors (DHP inhibitors); mitosis inhibitors; inhibitors of the synthesis of very long chain fatty acids (VLCFA inhibitors); cellulose thesis inhibitors; decoupler ides; c herbicides; auxin transport inhibitors; and other herbicides selected from the group ting of bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, dalapon, dazomet, difenzoquat, dif- enzoquat-metilsulfate, dimethipin, DSMA, , endothal and its salts, etoben- zanid, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flam- prop-M-methyl, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine- ammonium, indanofan, indaziflam, maleic hydrazide, dide, metam, methi- ozolin (CAS 4036407), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine , flam, tridiphane and 6-chloro(2—cyclopropylmethylphenoxy)—4- pyridazinol (CAS 4992233) and its salts and esters; including their agriculturally able salts or derivatives. 40 Preference is given to those compositions according to the present invention comprising at least one herbicide B selected from herbicides of class b2, b3, b4, b5, b6, b7, b9, b10 and b13.

Specific preference is given to those compositions according to the present invention which comprise at least one ide B selected from the herbicides of class b4, b6, b7, b9, b10 and Particular preference is given to those itions according to the t invention which comprise at least one herbicide B selected from the herbicides of class b4, b6, b10 and b13.

Examples of herbicides B which can be used in combination with the uracilpyridines of formula (I) of formula (I) according to the present invention are: b1) from the group of the lipid biosynthesis inhibitors: rbicides such as dim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, - prop, prop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalo- fop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-Chlorocyclopropyl-2'-fluoro[1 ,1 '-biphenyl]—3-yl)hyd roxy—2,2,6,6-tetramethyl-2H-pyran- 3(6H)-one (CAS 1312337-72—6); 4-(2',4'-Dichlorocyclopropyl[1,1'-biphenyl]yl)hydroxy— 2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 13123373); 4-(4'-Chloroethyl-2'-fluoro[1,1' yl]yl)hydroxy—2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 10337575); 4-(2',4'- Dichloroethyl[1,1'-biphenyl]—3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione (CAS 13123403); tyloxy)(4'-chlorocyclopropyl-2'-fluoro[1 ,1 '-biphenyl]—3-yl)-3,6- o-2,2,6,6-tetramethyl-2H-pyranone (CAS 1312337-48—6); 5-(Acetyloxy)(2',4'- dichlorocyclopropyl- [1 ,1'-biphenyl]—3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyranone; 5- (Acetyloxy)(4'-chloroethyl-2'-fluoro[1 ,1 '-biphenyl]—3-yl)-3,6-dihyd ro-2,2,6,6-tetramethyl-2H- pyranone (CAS 1312340-82—1); 5-(Acetyloxy)(2',4'-dichloroethyl[1,1'-biphenyl]—3-yl)-3,6- dihydro-2,2,6,6—tetramethyl-2H-pyranone (CAS 10337602); 4-(4'-Chlorocyclopropyl-2'- fluoro[1,1'-biphenyl]—3-yl)-5,6-dihydro-2,2,6,6-tetramethyloxo-2H-pyranyl carbonic acid methyl ester (CAS 13123371); 4-(2',4'-Dichloro cyclopropyl- [1 ,1'-biphenyl]—3-yl)-5,6- dihydro-2,2,6,6-tetramethyloxo-2H-pyranyl carbonic acid methyl ester; 4-(4'-Chloro ethyl-2'-fluoro[1 ,1 '-biphenyl]—3-yl)-5,6-dihyd ro-2,2,6,6-tetramethyloxo-2H-pyranyl ic acid methyl ester (CAS 13123402); 4-(2',4'-Dichloroethyl[1,1'-biphenyl]—3-yl)-5,6-dihydro- 2,2,6,6—tetramethyloxo-2H-pyranyl carbonic acid methyl ester (CAS 0-58—5); and non ACC herbicides such as benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thio- bencarb, tiocarbazil, triallate and vernolate; 40 b2) from the group of the ALS inhibitors: sulfonylureas such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlo- rimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, sulfuron, flupyrsulfuron-methyl-sodium , foramsulfuron, halosulfuron, lfuron-methyl, imazosulfuron, iodosul- furon, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, lfuron, met- azosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, sulfuron, pyrazosulfu- ron-ethyl, rimsulfuron, eturon, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifen- sulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl and tritosulfuron, imidazolinones such as imazamethabenz, imazamethabenz—methyl, imazamox, imazapic, ima- zapyr, imazaquin and imazethapyr, triazolopyrimidine herbicides and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam , pyrimisulfan and pyroxsulam, pyrimidinylbenzoates such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyrimino— bac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy—2— dinyl)oxy]phenyl]methyl]amino]-benzoic acidmethylethyl ester (CAS 420138—41-6), 4- [[[2-[(4,6-dimethoxy—2—pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid propyl ester (CAS 420138—40-5), N-(4-bromophenyl)[(4,6-dimethoxy—2—pyrimidinyl)oxy]benzenemethanamine (CAS 420138—01-8), sulfonylaminocarbonyl-triazolinone herbicides such as flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone and thiencarbazone-methyl; and triafamone; among these, a preferred embodiment of the ion s to those compositions comprising at least one imidazolinone herbicide; b3) from the group of the photosynthesis inhibitors: bazone, inhibitors of the photosystem II, e.g. 1-(6-tert-butylpyrimidinyl)hydroxy—4- methoxy—3-methyl-2H-pyrrolone (CAS 16547447), 1-(5-tert-butylisoxazolyl)-2—hydroxy— 4-methoxy—3-methyl-2H-pyrrolone (CAS 1637455-12—9), 1-(5-tert-butylisoxazolyl)chloro- 2—hydroxy—3-methyl-2H-pyrrolone (CAS 16374531), 1-(5-tert-butylmethyl-pyrazolyl)- 4-chlorohydroxy—3-methyl-2H-pyrrolone (CAS 16540570), 1-(5-tert-butylmethyl- pyrazolyl)chlorohydroxy—4-methyl-2H-pyrrolone (CAS 16547474), 4-hydroxy y—5-methyl[4-(trifluoromethyl)pyridyl]imidazolidinone; (CAS 2023785-78—4), 4- hydroxy—1,5-dimethyl[4-(trifluoromethyl)pyridyl]imidazolidinone (CAS 55), 5- ethoxy—4-hydroxy—1-methyl[4-(trifluoromethyl)pyridyl]imidazolidinone (CAS 6 4), 4-hydroxymethyl[4-(trifluoromethyl)pyridyl]imidazolidinone (CAS 1708087-22—2), 4-hydroxy-1,5-dimethyl[1-methyl(trifluoromethyl)pyrazolyl]imidazolidinone (CAS 20237858), 1-(5-tert-buty|isoxazolyl)ethoxy—5-hydroxy—3-methyl-imidazolidinone (CAS 18448361), triazine herbicides, including of chlorotriazine, triazinones, triazindiones, methylthiotriazines and pyridazinones such as ametryn, atrazine, dazone, cyanazine, 40 desmetryn, ametryn,hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn and zin, aryl urea such as chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, met- amitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron and thiadiazuron, phenyl carbamates such as ipham, karbutilat, phen- medipham, phenmedipham-ethyl, nitrile herbicides such as bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, uraciles such as bromacil, Ienacil and terbacil, and bentazon and on-sodium, pyridate, pyridafol, pentanochlor and propanil and inhibi- tors of the photosystem I such as diquat, diquat-dibromide, paraquat, paraquat-dichloride and paraquat-dimetilsulfate. Among these, a preferred embodiment of the invention relates to those itions comprising at least one aryl urea herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one triazine herb- icide. Among these, se a preferred embodiment of the ion relates to those i- tions sing at least one nitrile herbicide; b4) from the group of the protoporphyrinogen-IX oxidase tors: acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chlorphtalim, n-ethyl, fluazolate, flufenpyr, pyr—ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluorogly- cofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, azone, profluazol, pyraclonil, ufen, pyraflufen-ethyl, saflufenacil, sulfen- trazone, thidiazimin, acil, trifludimoxazin, ethyl [3-[2—chlorofluoro(1-methyl trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidinyl)phenoxy]pyridyloxy]acetate (CAS 3532926; 8-3100, N-ethyl(2,6-dichlorotrifluoromethylphenoxy)methyl-1H-pyrazole- 1-carboxamide (CAS 452098—92—9), N-tetrahydrofurfuryl(2,6—dichloro trifluoromethylphenoxy)methyl-1H-pyrazolecarboxamide (CAS 9153969), N-ethyl(2— chlorofluorotrifluoromethylphenoxy)methyl-1H-pyrazolecarboxamide (CAS 452099- 05-7), N-tetrahydrofurfuryl(2—chlorofluorotrifluoromethylphenoxy)methyl-1H-pyrazole- 1-carboxamide (CAS 4521007), 3-[7-fluorooxo(prop-2—ynyl)-3,4-dihydro-2H- benzo[1,4]oxazinyl]—1,5-dimethylthioxo-[1,3,5]triazinan-2,4-dione (CAS 4514847), 2- (2,2,7-trifluorooxoprop-2—ynyl-3,4-dihyd ro-2H-benzo[1 ,4]oxazinyl)-4,5,6,7-tetrahyd ro- isoindole-1,3-dione (CAS 1300118—96-0), 1-methyltrifluoromethyl(2,2,7-trifluorooxo propynyl-3,4-dihydro-2H-benzo[1,4]oxazinyl)-1H-pyrimidine-2,4-dione (CAS 13041 13 0), methyl (E)[2—chloro[4-chloro(difluoromethoxy)-1H-methyl-pyrazolyl]—4-fluoro- phenoxy]methoxy—but-2—enoate (CAS 9488933), and hlorofluoro-2— (trifluoromethyl)-1H-benzimidazolyl]—1-methyl(trifluoromethyl)-1H-pyrimidine-2,4-dione (CAS 212754-02—4); b5) from the group of the bleacher herbicides: PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, razon, picolinafen, and 4-(3-trifluoromethylphenoxy)-2—(4-trifluoromethylphenyl)pyrimidine (CAS 1806087), HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, 40 fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 14866173), pyrasulfotole, pyrazol- ynate, xyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone , bleacher, unknown target: aclonifen, amitrole flumeturon and 2—chloromethylsulfanyl-N-(1- methyltetrazo|y|)(trif|uoromethy|)benzamide (CAS 13611390), 2—(2,4- dich|oropheny|)methyl-4,4-dimethyIisoxazolidone (CAS 817779) and 2—(2,5- dich|oropheny|)methyl-4,4-dimethyIisoxazolidinone (CAS 817787); b6) from the group of the EPSP synthase inhibitors: glyphosate, sate-isopropylammonium, glyposate-potassium and glyphosate-trimesium (sulfosate); b7) from the group of the glutamine synthase tors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P and glufosinate- ammonium; b8) from the group of the DHP synthase inhibitors: asulam; b9) from the group of the s inhibitors: compounds of group K1: dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates such as ami- prophos, amiprophos-methyl, and butamiphos, benzoic acid herbicides such as chlorthal, chlor- thaI-dimethyl, pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam; compounds of group K2: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham ; among these, com- pounds of group K1, in particular dinitroanilines are preferred; b10) from the group of the VLCFA inhibitors: acetamides such as acetochlor, or, amidochlor, butachlor, dimethachlor, e- namid, dimethenamid-P, metazachlor, meto|ach|or, meto|ach|or-S, pethoxamid, preti|ach|or, hlor, propisochlor and thenylchlor, tanilides such as flufenacet and mefenacet, acetanilides such as diphenamid, naproanilide, napropamide and amide-M, tetrazoli- nones such zamide, and other herbicides such as anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone and isoxazoline compounds of the formulae ”.1, ”.2, ”.3, ”.4, ”.5, ”.6, ”.7, ”.8 and ”.9 F3C F3C /N\ /N\ \ S \ H30W8 | H30 OCHF2 | H30 O’N H30 O’N F OCHF2 |:30 N I:30 N |:30 N 035,0); :N-CHS/ / \ / \ F ,N—CHs N N 039:0:N H CW H C H C 3 | 3 W0391532; ,N—CHs 3 W H3C O—N H3C O—N F H3C O—N ”.3 ”.4 ”.5 F30 N 0 F030 /N\ O\\ I%N‘CH3 \\ I’7Q;N,N_CH3 H3C I H3O I F F OCHF2 H3C F F H3C O’N O’N ”6 ”.7 F30 N F30 /N\ \\N-CH3/ F Ow? F OMO H3C>2YS \ ,N_CH3 H CW8 3 l F F OCHF2 F F H30 O’N H30 O’N the isoxazoline compounds of the formula (l)l are known in the art, e.g. from WO 2006/024820, among the VLCFA inhibitors, preference is given to chloroacetamides and oxyacetamides; b11) from the group of the cellulose biosynthesis inhibitors: chlorthiamid, benil, am, flam, isoxaben, triaziflam and 1-cyclohexyl pentafluorphenyloxy—14-[1,2,4,6]thiatriazinylamine (CAS 1758991); b12) from the group of the decoupler herbicides: b, dinoterb and DNOC and its salts; b13) from the group of the auxinic herbicides: 2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters, yclopy— rachlor and its salts and esters, aminopyralid and its salts such as aminopyralid- dimethylammonium, yralid-tris(2-hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr—butometyl, fluroxypyr—meptyl, halauxifen and its salts and esters (CAS 9438328); MCPA and its salts and esters, MCPA-thioethyl, MCPB and its salts and , mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, pyr and its salts and esters, florpyrauxifen, florpyrauxifen-benzyl (CAS 1390661-72— 9) and 4-aminochlorofluoro(7-fluoro-1H-indoIy|)pico|inic acid (CAS 16299656); WO 02768 b14) from the group of the auxin transport inhibitors: diflufenzopyr, enzopyr—sodium, nap- talam and naptalam-sodium; b15) from the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (CAS 4992233) and its salts and esters, n, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, ne-ammonium, fan , maleic hydrazide, dide, metam, methiozolin (CAS 4036407), methyl azide, me- thyl bromide, methyl-dymron, methyl , MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine and tridiphane.

Active compounds B and C having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as ned above or else in the form of an agricul- turally acceptable derivative in the compositions according to the invention.

In the case of a, suitable salts include those, where the counterion is an agriculturally acceptable cation. For example, suitable salts of dicamba are dicamba-sodium, dicamba- ium, dicamba-methylammonium, dicamba-dimethylammonium, dicamba- isopropylammonium, dicamba-diglycolamine, dicamba-olamine, dicamba-diolamine, dicamba- trolamine, dicamba-N,N-bis-(3-aminopropyl)methylamine and dicamba-diethylenetriamine. Ex- amples of a suitable ester are dicamba-methyl and dicamba-butotyl.

Suitable salts of 2,4-D are 2,4-D-ammonium, 2,4-D-dimethylammonium, 2,4-D- diethylammonium, 2,4-D-diethanolammonium (2,4-D-diolamine), 2,4-D-triethanolammonium, 2,4-D-isopropylammonium, 2,4-D-triisopropanolammonium, 2,4-D-heptylammonium, 2,4-D- dodecylammonium, 2,4-D-tetradecylammonium, 2,4-D-triethylammonium, 2,4-D-tris(2— hydroxypropyl)ammonium, 2,4-D-tris(isopropyl)ammonium, 2,4-D-trolamine, 2,4-D-lithium, 2,4- D-sodium. Examples of suitable esters of 2,4-D are 2,4-D-butotyl, 2,4-D-2—butoxypropyl, 2,4-D- 3-butoxypropyl, 2,4-D-butyl, 2,4-D-ethyl, 2,4-D-ethylhexyl, 2,4-D-isobutyl, isooctyl, 2,4-D- isopropyl, 2,4-D-meptyl, 2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, propyl, 2,4-D-tefuryl and clacyfos.

Suitable salts of 2,4-DB are for example 2,4-DB-sodium, 2,4-DB-potassium and 2,4-DB- dimethylammonium. Suitable esters of 2,4-DB are for example 2,4-DB-butyl and 2,4-DB-isoctyl.

Suitable salts of dichlorprop are for example dichlorprop-sodium, dichlorprop-potassium and dichlorprop-dimethylammonium. Examples of suitable esters of dichlorprop are dichlorpropbutotyl and dichlorprop-isoctyl.

Suitable salts and esters of MCPA include MCPA-butotyl, MCPA-butyl, MCPA-dimethyl- ammonium, MCPA-diolamine, thyl, MCPA-thioethyl, MCPA-2—ethylhexyl, MCPA- 40 isobutyl, MCPA-isoctyl, sopropyl, MCPA-isopropylammonium, MCPA-methyl, MCPA- e, MCPA-potassium, MCPA-sodium and MCPA-trolamine.

A suitable salt of MCPB is MCPB sodium. A suitable ester of MCPB is MCPB-ethyl. le salts of clopyralid are alid-potassium, clopyralid-olamine and clopyralid-tris-(2- hydroxypropyl)ammonium. Example of suitable esters of clopyralid is clopyralid-methyl.

Examples of a suitable ester of fluroxypyr are fluroxypyr-meptyl and fluroxypyr-2—butoxy—1 - methylethyl, wherein fluroxypyr-meptyl is preferred.

Suitable salts of picloram are picloram-dimethylammonium, picloram-potassium, picloram- triisopropanolammonium, picloram-triisopropylammonium and picloram-trolamine. A suitable ester of picloram is picloram-isoctyl.

A suitable salt of triclopyr is triclopyr-triethylammonium. Suitable esters of triclopyr are for ex- ample triclopyr—ethyl and triclopyr-butotyl.

Suitable salts and esters of chloramben include mben-ammonium, chloramben-diolamine, chloramben-methyl, chloramben-methylammonium and chloramben-sodium. Suitable salts and esters of 2,3,6-TBA include 2,3,6-TBA—dimethylammonium, 2,3,6-TBA—lithium, 2,3,6-TBA— potassium and 2,3,6-TBA—sodium.

Suitable salts and esters of aminopyralid include aminopyralid-potassium, aminopyralid- dimethylammonium, and aminopyralid-tris(2—hydroxypropyl)ammonium.

Suitable salts of glyphosate are for example glyphosate-ammonium, glyphosate-diammonium, glyphoste-dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glypho- sate-sodium, glyphosate-trimesium as well as the ethanolamine and diethanolamine salts, pref- erably glyphosate-diammonium, glyphosate-isopropylammonium and glyphosate-trimesium (sulfosate).

A suitable salt of glufosinate is for example glufosinate-ammonium.

A suitable salt of glufosinate-P is for example glufosinate-P-ammonium.

Suitable salts and esters of bromoxynil are for example bromoxynil-butyrate, bromoxynil- heptanoate, bromoxynil-octanoate, bromoxynil-potassium and bromoxynil-sodium.

Suitable salts and esters of ioxonil are for example ioxonil-octanoate, l-potassium and ioxonil-sodium.

Suitable salts and esters of mecoprop include mecoprop-butotyl, mecoprop-dimethylammonium, mecoprop-diolamine, mecoprop-ethadyl, mecoprop-2—ethylhexyl, op-isoctyl, mecoprop- methyl, mecoprop-potassium, mecoprop-sodium and mecoprop-trolamine. le salts of mecoprop-P are for example op-P-butotyl, mecoprop-P- dimethylammonium, mecoprop-P-2—ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium and mecoprop-P-sodium.

A suitable salt of diflufenzopyr is for example diflufenzopyr-sodium.

A le salt of naptalam is for example am-sodium.

Suitable salts and esters of yclopyrachlor are for e yclopyrachlor- dimethylammonium, aminocyclopyrachlor—methyl, aminocyclopyrachlor- triisopropanolammonium, aminocyclopyrachlor—sodium and aminocyclopyrachlor—potassium.

A suitable salt of quinclorac is for example quinclorac-dimethylammonium.

A suitable salt of quinmerac is for example quinmerac-dimethylammonium. 40 A suitable salt of imazamox is for example imazamox-ammonium.

Suitable salts of ic are for e imazapic-ammonium and imazapic- isopropylammonium.

Suitable salts of imazapyr are for example imazapyr-ammonium and imazapyr- isopropylammonium.

A le salt of imazaquin is for example imazaquin-ammonium.

Suitable salts of imazethapyr are for example imazethapyr-ammonium and imazethapyr- isopropylammonium.

A suitable salt of topramezone is for example topramezone-sodium.

Particularly preferred herbicides B are the herbicides B as defined above; in particular the herb- icides B.1 - B202, especially the herbicides B.1 - B.201 listed below in table B: Table B: Herbicide B ide B B1 dim B29 ulfuron B.2 clodinafop-propargyl B.30 imazamox B.3 cycloxydim B.31 imazamox-ammonium B.4 cyhalofop-butyl B.32 imazapic B.5 fenoxaprop-ethyl B.33 imazapic-ammonium B.6 fenoxaprop-P-ethyl B.34 imazapic- B.7 metamifop isopropylammonium B.8 pinoxaden B.35 imazapyr B.9 profoxydim B.36 imazapyr-ammonium B.10 sethoxydim B.37 yr- B.11 tepraloxydim isopropylammonium B.12 tralkoxydim B.38 imazaquin B.13 esprocarb B.39 imazaquin-ammonium B.14 ethofumesate B.40 imazethapyr B.15 molinate B.41 imazethapyr-ammonium B.16 prosulfocarb B.42 imazethapyr- B.17 thiobencarb isopropylammonium B.18 triallate B.43 ulfuron B.19 bensulfuron-methyl B.44 iodosulfuron-methyl- B.20 bispyribac-sodium sodium B.21 cloransulam-methyl B.45 iofensulfuron B.22 chlorsulfuron B.46 iofensulfuron-sodium B.23 clorimuron B.47 mesosulfuron-methyl B.24 cyclosulfamuron B.48 metazosulfuron B.25 diclosulam B.49 metsulfuron-methyl B26 florasulam B.50 metosulam B.27 sulam B.51 nicosulfuron B.28 flupyrsulfuron-methyl- B.52 ulam sodium B.53 propoxycarbazon-sodium Herbicide B Herbicide 8 8.54 pyrazosulfuron-ethyl 8.91 oxyfluorfen 8.55 nzoxim 8.92 pyraflufen 8.56 pyriftalid 8.93 pyraflufen-ethyl 8.57 pyroxsulam 8.94 saflufenacil 8.58 propyrisulfuron 8.95 sulfentrazone 8.59 rimsulfuron 8.96 trifludimoxazin 8.60 sulfosulfuron 8.97 ethyl [3-[2-chloro—4-fluoro— 8.61 thiencarbazone-methyl 5-(1-methyI 8.62 thifensulfuron-methyl trifluoromethyI-2,4-dioxo— 8.63 tribenuron-methyl 1 ,2,3,4-tetrahyd ropyri- 8.64 ulfuron midinyl)phenoxy]—2- 8.65 triafamone pyridyloxy]acetate (CAS 8.66 ametryne 3532926 8.67 atrazine 8.98 benzobicyclon 8.68 bentazon 8.99 bicyclopyrone 8.69 bromoxynil 8.100 clomazone 8.70 bromoxynil-octanoate 8.101 diflufenican 8.71 bromoxynil-heptanoate 8.102 flurochloridone 8.72 bromoxynil-potassium 8.103 isoxaflutole 8.73 diuron 8.104 mesotrione 8.74 turon 8.105 norflurazone 8.75 hexazinone 8.106 picolinafen 8.76 isoproturon 8.107 sulcotrione 8.77 n 8.108 tefuryltrione 8.78 metamitron 8.109 tembotrione 8.79 metribuzin 8.110 tolpyralate 8.80 propanil 8.111 topramezone 8.81 simazin 8.112 topramezone-sodium 8.82 terbuthylazine 8.113 amitrole 8.83 terbutryn 8.114 fluometuron 8.84 paraquat-dichloride 8.115 fenquinotrione 8.85 orfen 8.116 sate 8.86 butafenacil 8.117 glyphosate-ammonium 8.87 carfentrazone-ethyl 8.118 glyphosate- 8.88 flumioxazin dimethylammonium 8.89 8.119 fomesafen glyphosate- 8.90 oxadiargyl isopropylammonium Herbicide B Herbicide 8 8.120 glyphosate-trimesium (sul- 8.153 clopyralid fosate) 8.154 clopyralid-methyl 8.121 glyphosate-potassium 8.155 clopyralid-olamine 8.122 glufosinate 8.156 dicamba 8.123 inate-ammonium 8.157 a-butotyl 8.124 glufosinate-P 8.158 dicamba-diglycolamine 8.125 glufosinate-P-ammonium 8.159 dicamba- 8.126 pendimethalin dimethylammonium 8.127 trifluralin 8.160 dicamba-diolamine 8.128 acetochlor 8.161 dicamba- 8.129 butachlor pylammonium 8.130 cafenstrole 8.162 dicamba-potassium 8.131 dimethenamid-P 8.163 dicamba-sodium 8.132 fentrazamide 8.164 dicamba-trolamine 8.133 flufenacet 8.165 dicamba-N,N-bis-(3- 8.134 mefenacet aminopropyl)methylamine 8.135 metazachlor 8.166 dicamba- 8.136 metolachlor diethylenetriamine 8.137 S—metolachlor 8.167 fluroxypyr 8.138 pretilachlor 8.168 fluroxypyr-meptyl 8.139 fenoxasulfone 8.169 halauxifen 8.140 indaziflam 8.170 halauxifen-methyl 8.141 isoxaben 8.171 MCPA 8.142 triaziflam 8.172 MCPAethylhexyl 8.143 ipfencarbazone 8.173 MCPA-dimethylammonium 8.144 pyroxasulfone 8.174 quinclorac 8.145 2,4-D 8.175 quinclorac- 8.146 2,4-D-isobutyl dimethylammonium 8.147 dimethylammonium 8.176 quinmerac 8.148 2,4-D-N,N,N- 8.177 quinmerac- trimethylethanolammonium dimethylammonium 8.149 yralid 8.178 florpyrauxifen 8.150 aminopyralid-methyl 8.179 florpyrauxifen-benzyl (CAS 8.151 aminopyralid-dimethyl72-9) um 8.180 aminocyclopyrachlor 8.152 aminopyralid-tris(2- 8.181 aminocyclopyrachlor- hydroxypropyl)ammonium potassium Herbicide B 8.182 aminocyclopyrachlor— methyl 8.183 d iflufenzopyr 8.184 diflufenzopyr—sodium 8.185 dymron 8.186 fan 8.187 oxaziclomefone 8.188 ”.1 8.189 ”.2 8.190 ”.3 8.191 ”.4 8.192 ”.5 8.193 ”.6 8.194 ”.7 8.195 ”.8 8.196 ”.9 8.197 o—3-chloro—5-fluoro— 6-(7-fluoro—1H-indoI y|)pico|inic acid (CAS 16299656) 8.198 flopyrauxifen 8.199 oxotrione (CAS 1486617- 21-3) 8.200 cinmethylin 8.201 2-chIoromethylsulfanyl- N-(1-methyltetrazolyI) (trifluoromethyl)benzamide (CAS 13611390) 8.202 2-(2,4-dich|orophenyl)- methyl-4,4-dimethyI isoxazolidone (CAS 817779) Moreover, it may be useful to apply the uracilpyridines of formula (I) in combination with safeners. rs are chemical compounds which prevent or reduce damage on useful plants without having a major impact on the herbicidal action of the uracilpyridines of formula (I) towards unwanted plants. They can be applied either before sowings (e.g. on seed treatments, shoots or seedlings) or in the pre-emergence application or post-emergence application of the useful plant. The safeners and the uracilpyridines of a (I) and optionally the herbicides B can be applied simultaneously or in succession.

In another embodiment of the present invention the compositions according to the present invention comprise at least one pyridine of formula (I) and at least one safener C (component C). le safeners are e.g. (quinolinoxy)acetic acids, ylhaloalkyl-1H-1,2,4- lcarboxylic acids, 1-phenyl-4,5-dihydroalkyl-1H-pyrazol-3,5-dicarboxylic acids, 4,5-dihydro-5,5-diarylisoxazol carboxylic acids, dichloroacetamides, alpha- oximinophenylacetonitriles, acetophenonoximes, 4,6-dihalo-2—phenylpyrimidines, N-[[4- (aminocarbonyl)phenyl]sulfonyl]benzoic amides, 1,8—naphthalic anhydride, 2—halo (haloalkyl)thiazol carboxylic acids, phosphorthiolates and N-alkyl-O-phenyl- carbamates and their agriculturally acceptable salts and their agriculturally acceptable derivatives such amides, esters, and thioesters, provided they have an acid group.

Examples of preferred rs C are benoxacor, cloquintocet, cyometrinil, cyprosul- famide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofen- im, furilazole, isoxadifen, mefenpyr, ate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)oxaazaspiro[4.5]decane (MON4660, CAS 07-3), 2,2,5- trimethyl(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 31-4), metcamifen and BPCMS (CAS 540914); especially red benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, enim, zole, isoxa- difen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl) oxaazaspiro[4.5]decane (MON4660, CAS 715263), 2,2,5-trimethyl (dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 528364) and metcamifen.

Particularly preferred safeners C, which, as component C, are constituent of the composition according to the invention are the safeners C as defined above; in particular the safeners C.1 - C.17 listed below in table C: 40 Table C Safener C C.1 benoxacor C.2 cloquintocet C.3 cloquintocet-mexyl C.4 cyprosulfamide C.5 dichlormid C.6 fenchlorazole C.7 fenchlorazole-ethyl C.8 fenclorim C.9 furilazole C.10 isoxadifen C1 1 isoxadifen-ethyl C.12 mefenpyr C.13 mefenpyr-diethyl C.14 naphtalic acid anhydride C.15 4-(dichloroacetyl)oxaazaspiro[4.5]decane (CAS 07-3) C.16 2,2,5-trimethyl(dichloroacetyl)-1,3-oxazolidine (CAS 528364) C.17 metcamifen The active compounds B of groups b1) to b15) and the active compounds C are known ides and safeners, see, for e, The Compendium of Pesticide Common Names (http://www.alanwood.net/pesticides/); Farm als Handbook 2000 vol- ume 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R. R. Schmidt, Herbi- zide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W. H. Ahrens, Herbicide Handbook, 7th edition, Weed Science Society of America, 1994; and K. K. Hatzios, ide ok, Supplement for the 7th edition, Weed e Society of Ameri- ca, 1998. 2,2,5-Trimethyl(dichloroacetyl)-1,3-oxazolidine [CAS No. 528364] is also referred to as R-29148. 4-(Dichloroacetyl)oxaazaspiro[4.5]decane [CAS No. 715263] is also referred to as AD-67 and MON 4660.

The assignment of the active compounds to the respective mechanisms of action is based on current knowledge. If several mechanisms of action apply to one active com- pound, this substance was only assigned to one mechanism of action.

According to a preferred embodiment of the invention, the composition comprises as herbicidal active compound B or component B at least one, preferably y one herbicide B.

According to another preferred embodiment of the invention, the composition compris- es as herbicidal active nds B or component B at least two, preferably exactly two herbicides B different from each other.

According to another preferred embodiment of the ion, the composition compris- es as herbicidal active compounds B or component B at least three, ably exactly three herbicides B different from each other.

According to another preferred embodiment of the invention, the composition compris- es as herbicidal active compounds B or ent B at least four, preferably exactly four herbicides B different from each other.

According to another preferred embodiment of the ion, the ition s- es as safening component C or component C at least one, preferably exactly one saf- ener C.

According to another preferred embodiment of the invention, the ition compris- es as component B at least one, preferably exactly one herbicide B, and as component C at least one, ably exactly one, safener C.

According to another preferred embodiment of the invention, the composition compris- es at least two, preferably exactly two, herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition compris- es at least three, ably y three, herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.

According to another preferred embodiment of the invention, the composition compris- es as component A at least one, preferably y one compound of formula (I), pref- erably of formula (l.a) or (l.h), and as component B at least one, ably exactly one, herbicide B.

According to another preferred embodiment of the invention, the composition compris- es as component A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), and at least two, preferably exactly two, herbicides B different from each other.

According to another preferred embodiment of the invention, the ition compris- es as component A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), and at least three, preferably exactly three, herbicides B ent from each other.

According to another preferred embodiment of the invention, the composition compris- es as component A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), and at least four, preferably exactly four, herbicides B different from each other.

According to another preferred ment of the invention, the composition compris- es as component A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), and as component C at least one, preferably exactly one, According to another preferred embodiment of the ion, the composition s- es as component A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, ably exactly one safener C.

According to another preferred embodiment of the invention, the composition compris- es as ent A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), at least two, preferably exactly two herbicides B different from each other, and as ent C at least one, preferably exactly one, safener C.

According to r preferred embodiment of the invention, the composition compris- es as ent A at least one, preferably exactly one compound of formula (I), pref- erably of formula (l.a) or (l.h), at least three, preferably exactly three herbicides B dif- ferent from each other, and as component C at least one, preferably exactly one, saf- ener C.

According to another preferred embodiment of the invention, the composition s- es, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), 15), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367),at least one and especially exactly one herbicidally active compound from group b4), in particular selected from the group ting of acifluorfen, butafencil, carfenetrazone-ethyl, flumioxazin, fomesafen, oxadiargyl, ox- yfluorfen, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, trifludimoxazin, ethyl [3-[2—chlorofluoro(1-methyltrifluoromethyl-2,4-dioxo-1 ,2,3,4- tetrahydropyrimidinyl)phenoxy]pyridyloxy]acetate (CAS 6).

According to another preferred embodiment of the invention, the composition s- es, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), 15), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially y one herbicidally active compound from group b6), in particular selected from the group consisting of glyphosate, glyphosate-ammonium, glyphosate-dimethylammonium , glyphosateisopropylammonium and glyphosate-trimesium (sulfosate) and glyphosate-potassium.

According to another preferred ment of the invention, the composition compris- es, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), 15), (l.a.255), (l.a.277), 83), (l.a.339), (l.a.361), (l.a.367), 7), (l.h.109), (l.h.115), (l.h.255), (l.h.277), 83), (l.h.339), (l.h.361) and (l.h.367), at least one and ally exactly one herbicidally active compound from group b10), in particular selected from the group consisting of acetochlor, butachlor, cafenstrole, dimethenamid-P, fentrazamide, flufenacet, mefe— nacet, chlor, metolachlor, S—metolachlor, sulfone, ipfencarbazone and pyroxasulfone. Likewise, ence is given to compositions comprising in addition to an uracilpyridine of formula (I), especially an active compound from the group consist- ing of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (l.h.115), 55), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b10), in particular selected from the group ting of isoxazoline com- pounds of the ae ”.1, ”.2, ”.3, ”.4, ”.5, ”.6, ”.7, ”.8 and ”.9, as defined above.

According to another preferred embodiment of the invention, the composition compris- es, in addition to an uracilpyridine of formula (I), ally an active compound from the group consisting of (l.a.87), (l.a.109), 15), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (l.h.115), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b13), in particular selected from the group consisting of 2,4-D, 2,4-D-isobutyl, 2,4-D-dimethylammonium, 2,4-D-N,N,N- trimethylethanolammonium, aminocyclopyrachlor, aminocyclopyrachlor—potassium, aminocyclopyrachlor—methyl, aminopyralid, aminopyralid-methyl, aminopyraliddimethylammonium , yralid-tris(2-hydroxypropyl)ammonium, clopyralid, clopyra- lid-methyl, clopyralid-olamine, dicamba, dicamba-butotyl, dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-potassium, dicamba-sodium, dicamba-trolamine, dicamba-N,N-bis-(3- aminopropyl)methylamine, dicamba-diethylenetriamine, flopyrauxifen, fluroxypyr, flu- roxypyr-meptyl, halauxifen, halauxifen-methyl, MCPA, MCPA—2-ethylhexyl, MCPA- ylammonium, quinclorac, quinclorac-dimethylammonium, quinmerac, quin- merac-dimethylammonium, florpyrauxifen, florpyrauxifen-benzyl (CAS 13906619), and 4-aminochlorofluoro(7-fluoro-1H-indolyl)picolinic acid.

Here and below, the term “binary compositions” includes compositions comprising one or more, for example 1, 2 or 3, active compounds of the formula (I) and either one or more, for example 1, 2 or 3, ides B or one or more safeners C.

Correspondingly, the term “ternary compositions” includes compositions comprising one or more, for example 1, 2 or 3, active compounds of the formula (I), one or more, for example 1, 2 or 3, herbicides B and one or more, for example 1, 2 or 3, safeners C.

In binary compositions sing at least one compound of the formula (I) as compo- nent A and at least one herbicide B, the weight ratio of the active compounds A:B is generally in the range of from 1:1000 to 1000:1, preferably in the range of from 1:500 to 500:1, in particular in the range of from 1:250 to 250:1 and particularly preferably in the range of from 1:125 to 125:1. ln binary compositions comprising at least one compound of the formula (I) as compo- nent A and at least one safener C, the weight ratio of the active compounds A:C is lly in the range of from 1:1000 to , preferably in the range of from 1:500 to 500:1, in ular in the range of from 1:250 to 250:1 and particularly preferably in the range of from 1:75 to 75:1. ln ternary compositions comprising at least one uracilpyridine of formula (I) as compo- nent A, at least one herbicide B and at least one safener C, the relative proportions by weight of the components A:B are generally in the range of from 1:1000 to 1000:1, preferably in the range of from 1:500 to 500:1, in particular in the range of from 1:250 to 250:1 and particularly preferably in the range of from 1:125 to 125:1, the weight ratio of the components A:C is generally in the range of from 1:1000 to 1000:1, preferably in the range of from 1:500 to 500:1, in particular in the range of from 1:250 to 250:1 and particularly ably in the range of from 1:75 to 75:1, and the weight ratio of the components B:C is generally in the range of from 1:1000 to 1000:1, ably in the range of from 1:500 to 500:1, in particular in the range of from 1:250 to 250:1 and par- ticularly preferably in the range of from 1:75 to 75:1. The weight ratio of components A + B to component C is preferably in the range of from 1:500 to 500:1, in ular in the range of from 1:250 to 250:1 and particularly preferably in the range of from 1:75 to 75:1.

The weight ratios of the individual components in the preferred mixtures mentioned below are within the limits given herein, in particular within the preferred limits.

Particularly preferred are the compositions mentioned below comprising the uracilpyri- dines of formula (I) as defined and the substance(s) as defined in the respective row of table 1; especially preferred comprising as only idal active compounds the uracilpyridines of formula (I) as defined and the nce(s) as defined in the respective row of table most ably comprising as only active compounds the pyridines of formula (I) as defined and the substance(s) as defined in the respective row of table 1.

Particularly preferred are compositions 1.1 to 1.3653, especially compositions 1.1 to , comprising the uracilpyridine (Ia.339) and the substance(s) as defined in the respective row of table 1: Table 1(compositions 1.1 to 1.3635): comp. herbi- safe- comp. herbi- safe- comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1 B1 -- 1.16 B.16 -- 1.31 B.31 -- 1.2 B2 -- 1.17 B.17 -- 1.32 B.32 -- 1.3 B3 -- 1.18 B.18 -- 1.33 B.33 -- 1.4 B4 -- 1.19 B.19 -- 1.34 B.34 -- 1.5 B5 -- 1.20 B.20 -- 1.35 B.35 -- 1.6 B6 -- 1.21 B.21 -- 1.36 B.36 -- 1.7 B7 -- 1.22 B.22 -- 1.37 B.37 -- 1.8 B8 -- 1.23 B.23 -- 1.38 B.38 -- 1.9 B9 -- 1.24 B.24 -- 1.39 B.39 -- 1.10 B.10 -- 1.25 B.25 -- 1.40 B.40 -- 1.11 B.11 -- 1.26 B.26 -- 1.41 B.41 -- 1.12 B.12 -- 1.27 B.27 -- 1.42 B.42 -- 1.13 B.13 -- 1.28 B.28 -- 1.43 B.43 -- 1.14 B.14 -- 1.29 B.29 -- 1.44 B.44 -- 1.15 B.15 -- 1.30 B.30 -- 1.45 B.45 -- WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.46 B.46 -- 1.82 B.82 -- 1.118 B.118 -- 1.47 B.47 -- 1.83 B.83 -- 1.119 B.119 -- 1.48 B.48 -- 1.84 B.84 -- 1.120 B.120 -- 1.49 B.49 -- 1.85 B.85 -- 1.121 B.121 -- 1.50 B.50 -- 1.86 B.86 -- 1.122 B.122 -- 1.51 B.51 -- 1.87 B.87 -- 1.123 B.123 -- 1.52 B.52 -- 1.88 B.88 -- 1.124 B.124 -- 1.53 B.53 -- 1.89 B.89 -- 1.125 B.125 -- 1.54 B.54 -- 1.90 B.90 -- 1.126 B.126 -- 1.55 B.55 -- 1.91 B.91 -- 1.127 B.127 -- 1.56 B.56 -- 1.92 B.92 -- 1.128 B.128 -- 1.57 B.57 -- 1.93 B.93 -- 1.129 B.129 -- 1.58 B.58. -- 1.94 B.94 -- 1.130 B.130 -- 1.59 B.59 -- 1.95 B.95 -- 1.131 B.131 -- 1.60 B.60 -- 1.96 B.96 -- 1.132 B.132 -- 1.61 B.61 -- 1.97 B.97 -- 1.133 B.133 -- 1.62 B.62 -- 1.98 B.98 -- 1.134 B.134 -- 1.63 B.63 -- 1.99 B.99 -- 1.135 B.135 -- 1.64 B.64 -- 1.100 B.100 -- 1.136 B.136 -- 1.65 B.65 -- 1.101 B.101 -- 1.137 B.137 -- 1.66 B.66 -- 1.102 B.102 -- 1.138 B.138 -- 1.67 B.67 -- 1.103 B.103 -- 1.139 B.139 -- 1.68 B.68 -- 1.104 B.104 -- 1.140 B.140 -- 1.69 B.69 -- 1.105 B.105 -- 1.141 B.141 -- 1.70 B.70 -- 1.106 B.106 -- 1.142 B.142 -- 1.71 B.71 -- 1.107 B.107 -- 1.143 B.143 -- 1.72 B.72 -- 1.108 B.108 -- 1.144 B.144 -- 1.73 B.73 -- 1.109 B.109 -- 1.145 B.145 -- 1.74 B.74 -- 1.110 B.110 -- 1.146 B.146 -- 1.75 B.75 -- 1.111 B.111 -- 1.147 B.147 -- 1.76 B.76 -- 1.112 B.112 -- 1.148 B.148 -- 1.77 B.77 -- 1.113 B.113 -- 1.149 B.149 -- 1.78 B.78 -- 1.114 B.114 -- 1.150 B.150 -- 1.79 B.79 -- 1.115 B.115 -- 1.151 B.151 -- 1.80 B.80 -- 1.116 B.116 -- 1.152 B.152 -- 1.81 B.81 -- 1.117 B.117 -- 1.153 B.153 -- WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.154 B.154 -- 1.190 B.190 -- 1.226 B.25 C.1 1.155 B.155 -- 1.191 B.191 -- 1.227 B.26 C.1 1.156 B.156 -- 1.192 B.192 -- 1.228 B.27 C.1 1.157 B.157 -- 1.193 B.193 -- 1.229 B.28 C.1 1.158 B.158 -- 1.194 B.194 -- 1.230 B.29 C.1 1.159 B.159 -- 1.195 B.195 -- 1.231 B.30 C.1 1.160 B.160 -- 1.196 B.196 -- 1.232 B.31 C.1 1.161 B.161 -- 1.197 B.197 -- 1.233 B.32 C.1 1.162 B.162 -- 1.198 B.198 -- 1.234 B.33 C.1 1.163 B.163 -- 1.199 B.199 -- 1.235 B.34 C.1 1.164 B.164 -- 1.200 B.200 -- 1.236 B.35 C.1 1.165 B.165 -- 1.201 B.201 -- 1.237 B.36 C.1 1.166 B.166 -- 1.202 B1 C1 1.238 B.37 C.1 1.167 B.167 -- 1.203 B2 C1 1.239 B.38 C.1 1.168 B.168 -- 1.204 B3 C1 1.240 B.39 C.1 1.169 B.169 -- 1.205 B4 C1 1.241 B.40 C.1 1.170 B.170 -- 1.206 B5 C1 1.242 B.41 C.1 1.171 B.171 -- 1.207 B6 C1 1.243 B.42 C.1 1.172 B.172 -- 1.208 B7 C1 1.244 B.43 C.1 1.173 B.173 -- 1.209 B8 C1 1.245 B.44 C.1 1.174 B.174 -- 1.210 B9 C1 1.246 B.45 C.1 1.175 B.175 -- 1.211 B.10 C.1 1.247 B.46 C.1 1.176 B.176 -- 1.212 B.11 C.1 1.248 B.47 C.1 1.177 B.177 -- 1.213 B.12 C.1 1.249 B.48 C.1 1.178 B.178 -- 1.214 B.13 C.1 1.250 B.49 C.1 1.179 B.179 -- 1.215 B.14 C.1 1.251 B.50 C.1 1.180 B.180 -- 1.216 B.15 C.1 1.252 B.51 C.1 1.181 B.181 -- 1.217 B.16 C.1 1.253 B.52 C.1 1.182 B.182 -- 1.218 B.17 C.1 1.254 B.53 C.1 1.183 B.183 -- 1.219 B.18 C.1 1.255 B.54 C.1 1.184 B.184 -- 1.220 B.19 C.1 1.256 B.55 C.1 1.185 B.185 -- 1.221 B.20 C.1 1.257 B.56 C.1 1.186 B.186 -- 1.222 B.21 C.1 1.258 B.57 C.1 1.187 B.187 -- 1.223 B.22 C.1 1.259 B.58. C.1 1.188 B.188 -- 1.224 B.23 C.1 1.260 B.59 C.1 1.189 B.189 -- 1.225 B.24 C.1 1.261 B.60 C.1 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.262 B.61 C.1 1.298 B.97 C.1 1.334 B.133 C.1 1.263 B.62 C.1 1.299 B.98 C.1 1.335 B.134 C.1 1.264 B.63 C.1 1.300 B.99 C.1 1.336 B.135 C.1 1.265 B.64 C.1 1.301 B.100 C.1 1.337 B.136 C.1 1.266 B.65 C.1 1.302 B.101 C.1 1.338 B.137 C.1 1.267 B.66 C.1 1.303 B.102 C.1 1.339 B.138 C.1 1.268 B.67 C.1 1.304 B.103 C.1 1.340 B.139 C.1 1.269 B.68 C.1 1.305 B.104 C.1 1.341 B.140 C.1 1.270 B.69 C.1 1.306 B.105 C.1 1.342 B.141 C.1 1.271 B.70 C.1 1.307 B.106 C.1 1.343 B.142 C.1 1.272 B.71 C.1 1.308 B.107 C.1 1.344 B.143 C.1 1.273 B.72 C.1 1.309 B.108 C.1 1.345 B.144 C.1 1.274 B.73 C.1 1.310 B.109 C.1 1.346 B.145 C.1 1.275 B.74 C.1 1.311 B.110 C.1 1.347 B.146 C.1 1.276 B.75 C.1 1.312 B.111 C.1 1.348 B.147 C.1 1.277 B.76 C.1 1.313 B.112 C.1 1.349 B.148 C.1 1.278 B.77 C.1 1.314 B.113 C.1 1.350 B.149 C.1 1.279 B.78 C.1 1.315 B.114 C.1 1.351 B.150 C.1 1.280 B.79 C.1 1.316 B.115 C.1 1.352 B.151 C.1 1.281 B.80 C.1 1.317 B.116 C.1 1.353 B.152 C.1 1.282 B.81 C.1 1.318 B.117 C.1 1.354 B.153 C.1 1.283 B.82 C.1 1.319 B.118 C.1 1.355 B.154 C.1 1.284 B.83 C.1 1.320 B.119 C.1 1.356 B.155 C.1 1.285 B.84 C.1 1.321 B.120 C.1 1.357 B.156 C.1 1.286 B.85 C.1 1.322 B.121 C.1 1.358 B.157 C.1 1.287 B.86 C.1 1.323 B.122 C.1 1.359 B.158 C.1 1.288 B.87 C.1 1.324 B.123 C.1 1.360 B.159 C.1 1.289 B.88 C.1 1.325 B.124 C.1 1.361 B.160 C.1 1.290 B.89 C.1 1.326 B.125 C.1 1.362 B.161 C.1 1.291 B.90 C.1 1.327 B.126 C.1 1.363 B.162 C.1 1.292 B.91 C.1 1.328 B.127 C.1 1.364 B.163 C.1 1.293 B.92 C.1 1.329 B.128 C.1 1.365 B.164 C.1 1.294 B.93 C.1 1.330 B.129 C.1 1.366 B.165 C.1 1.295 B.94 C.1 1.331 B.130 C.1 1.367 B.166 C.1 1.296 B.95 C.1 1.332 B.131 C.1 1.368 B.167 C.1 1.297 B.96 C.1 1.333 B.132 C.1 1.369 B.168 C.1 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.370 B169 C.1 1.406 B4 C2 1.442 B.40 C.2 1.371 B.170 C.1 1.407 B5 C2 1.443 B.41 C.2 1.372 B.171 C.1 1.408 B6 C2 1.444 B.42 C.2 1.373 B.172 C.1 1.409 B7 C2 1.445 B.43 C.2 1.374 B.173 C.1 1.410 B8 C2 1.446 B.44 C.2 1.375 B.174 C.1 1.411 B.9 C.2 1.447 B.45 C.2 1.376 B.175 C.1 1.412 B.10 C.2 1.448 B.46 C.2 1.377 B.176 C.1 1.413 B.11 C.2 1.449 B.47 C.2 1.378 B.177 C.1 1.414 B.12 C.2 1.450 B.48 C.2 1.379 B.178 C.1 1.415 B.13 C.2 1.451 B.49 C.2 1.380 B.179 C.1 1.416 B.14 C.2 1.452 B.50 C.2 1.381 B.180 C.1 1.417 B.15 C.2 1.453 B.51 C.2 1.382 B.181 C.1 1.418 B.16 C.2 1.454 B.52 C.2 1.383 B.182 C.1 1.419 B.17 C.2 1.455 B.53 C.2 1.384 B.183 C.1 1.420 B.18 C.2 1.456 B.54 C.2 1.385 B.184 C.1 1.421 B.19 C.2 1.457 B.55 C.2 1.386 B.185 C.1 1.422 B.20 C.2 1.458 B.56 C.2 1.387 B.186 C.1 1.423 B.21 C.2 1.459 B.57 C.2 1.388 B.187 C.1 1.424 B.22 C.2 1.460 B.58. C.2 1.389 B.188 C.1 1.425 B.23 C.2 1.461 B.59 C.2 1.390 B.189 C.1 1.426 B.24 C.2 1.462 B.60 C.2 1.391 B.190 C.1 1.427 B.25 C.2 1.463 B.61 C.2 1.392 B.191 C.1 1.428 B.26 C.2 1.464 B.62 C.2 1.393 B.192 C.1 1.429 B.27 C.2 1.465 B.63 C.2 1.394 B.193 C.1 1.430 B.28 C.2 1.466 B.64 C.2 1.395 B.194 C.1 1.431 B.29 C.2 1.467 B.65 C.2 1.396 B.195 C.1 1.432 B.30 C.2 1.468 B.66 C.2 1.397 B.196 C.1 1.433 B.31 C.2 1.469 B.67 C.2 1.398 B.197 C.1 1.434 B.32 C.2 1.470 B.68 C.2 1.399 B.198 C.1 1.435 B.33 C.2 1.471 B.69 C.2 1.400 B.199 C.1 1.436 B.34 C.2 1.472 B.70 C.2 1.401 B.200 C.1 1.437 B.35 C.2 1.473 B.71 C.2 1.402 B.201 C.1 1.438 B.36 C.2 1.474 B.72 C.2 1.403 B1 C2 1.439 B.37 C.2 1.475 B.73 C.2 1.404 B2 C2 1.440 B.38 C.2 1.476 B.74 C.2 1.405 B3 C2 1.441 B.39 C.2 1.477 B.75 C.2 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.478 B.76 C.2 1.514 B.112 C.2 1.550 B.148 C.2 1.479 B.77 C.2 1.515 B.113 C.2 1.551 B.149 C.2 1.480 B.78 C.2 1.516 B.114 C.2 1.552 B.150 C.2 1.481 B.79 C.2 1.517 B.115 C.2 1.553 B.151 C.2 1.482 B.80 C.2 1.518 B.116 C.2 1.554 B.152 C.2 1.483 B.81 C.2 1.519 B.117 C.2 1.555 B.153 C.2 1.484 B.82 C.2 1.520 B.118 C.2 1.556 B.154 C.2 1.485 B.83 C.2 1.521 B.119 C.2 1.557 B.155 C.2 1.486 B.84 C.2 1.522 B.120 C.2 1.558 B.156 C.2 1.487 B.85 C.2 1.523 B.121 C.2 1.559 B.157 C.2 1.488 B.86 C.2 1.524 B.122 C.2 1.560 B.158 C.2 1.489 B.87 C.2 1.525 B.123 C.2 1.561 B.159 C.2 1.490 B.88 C.2 1.526 B.124 C.2 1.562 B.160 C.2 1.491 B.89 C.2 1.527 B.125 C.2 1.563 B.161 C.2 1.492 B.90 C.2 1.528 B.126 C.2 1.564 B.162 C.2 1.493 B.91 C.2 1.529 B.127 C.2 1.565 B.163 C.2 1.494 B.92 C.2 1.530 B.128 C.2 1.566 B.164 C.2 1.495 B.93 C.2 1.531 B.129 C.2 1.567 B.165 C.2 1.496 B.94 C.2 1.532 B.130 C.2 1.568 B.166 C.2 1.497 B.95 C.2 1.533 B.131 C.2 1.569 B.167 C.2 1.498 B.96 C.2 1.534 B.132 C.2 1.570 B.168 C.2 1.499 B.97 C.2 1.535 B.133 C.2 1.571 B.169 C.2 1.500 B.98 C.2 1.536 B.134 C.2 1.572 B.170 C.2 1.501 B.99 C.2 1.537 B.135 C.2 1.573 B.171 C.2 1.502 B.100 C.2 1.538 B.136 C.2 1.574 B.172 C.2 1.503 B.101 C.2 1.539 B.137 C.2 1.575 B.173 C.2 1.504 B.102 C.2 1.540 B.138 C.2 1.576 B.174 C.2 1.505 B.103 C.2 1.541 B.139 C.2 1.577 B.175 C.2 1.506 B.104 C.2 1.542 B.140 C.2 1.578 B.176 C.2 1.507 B.105 C.2 1.543 B.141 C.2 1.579 B.177 C.2 1.508 B.106 C.2 1.544 B.142 C.2 1.580 B.178 C.2 1.509 B.107 C.2 1.545 B.143 C.2 1.581 B.179 C.2 1.510 B.108 C.2 1.546 B.144 C.2 1.582 B.180 C.2 1.511 B.109 C.2 1.547 B.145 C.2 1.583 B.181 C.2 1.512 B.110 C.2 1.548 B.146 C.2 1.584 B.182 C.2 1.513 B.111 C.2 1.549 B.147 C.2 1.585 B.183 C.2 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.586 B.184 C.2 1.622 B.19 C.3 1.658 B.55 C.3 1.587 B.185 C.2 1.623 B.20 C.3 1.659 B.56 C.3 1.588 B.186 C.2 1.624 B.21 C.3 1.660 B.57 C.3 1.589 B.187 C.2 1.625 B.22 C.3 1.661 B.58. C.3 1.590 B.188 C.2 1.626 B.23 C.3 1.662 B.59 C.3 1.591 B.189 C.2 1.627 B.24 C.3 1.663 B.60 C.3 1.592 B.190 C.2 1.628 B.25 C.3 1.664 B.61 C.3 1.593 B.191 C.2 1.629 B.26 C.3 1.665 B.62 C.3 1.594 B.192 C.2 1.630 B.27 C.3 1.666 B.63 C.3 1.595 B.193 C.2 1.631 B.28 C.3 1.667 B.64 C.3 1.596 B.194 C.2 1.632 B.29 C.3 1.668 B.65 C.3 1.597 B.195 C.2 1.633 B.30 C.3 1.669 B.66 C.3 1.598 B.196 C.2 1.634 B.31 C.3 1.670 B.67 C.3 1.599 B.197 C.2 1.635 B.32 C.3 1.671 B.68 C.3 1.600 B.198 C.2 1.636 B.33 C.3 1.672 B.69 C.3 1.601 B.199 C.2 1.637 B.34 C.3 1.673 B.70 C.3 1.602 B.200 C.2 1.638 B.35 C.3 1.674 B.71 C.3 1.603 B.201 C.2 1.639 B.36 C.3 1.675 B.72 C.3 1.604 B1 C3 1.640 B.37 C.3 1.676 B.73 C.3 1.605 B2 C3 1.641 B.38 C.3 1.677 B.74 C.3 1.606 B3 C3 1.642 B.39 C.3 1.678 B.75 C.3 1.607 B4 C3 1.643 B.40 C.3 1.679 B.76 C.3 1.608 B5 C3 1.644 B.41 C.3 1.680 B.77 C.3 1.609 B6 C3 1.645 B.42 C.3 1.681 B.78 C.3 1.610 B7 C3 1.646 B.43 C.3 1.682 B.79 C.3 1.611 B8 C3 1.647 B.44 C.3 1.683 B.80 C.3 1.612 B9 C3 1.648 B.45 C.3 1.684 B.81 C.3 1.613 B.10 C.3 1.649 B.46 C.3 1.685 B.82 C.3 1.614 B.11 C.3 1.650 B.47 C.3 1.686 B.83 C.3 1.615 B.12 C.3 1.651 B.48 C.3 1.687 B.84 C.3 1.616 B.13 C.3 1.652 B.49 C.3 1.688 B.85 C.3 1.617 B.14 C.3 1.653 B.50 C.3 1.689 B.86 C.3 1.618 B.15 C.3 1.654 B.51 C.3 1.690 B.87 C.3 1.619 B.16 C.3 1.655 B.52 C.3 1.691 B.88 C.3 1.620 B.17 C.3 1.656 B.53 C.3 1.692 B.89 C.3 1.621 B.18 C.3 1.657 B.54 C.3 1.693 B.90 C.3 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.694 B.91 C.3 1.730 B.127 C.3 1.766 B.163 C.3 1.695 B.92 C.3 1.731 B.128 C.3 1.767 B.164 C.3 1.696 B.93 C.3 1.732 B.129 C.3 1.768 B.165 C.3 1.697 B.94 C.3 1.733 B.130 C.3 1.769 B.166 C.3 1.698 B.95 C.3 1.734 B.131 C.3 1.770 B.167 C.3 1.699 B.96 C.3 1.735 B.132 C.3 1.771 B.168 C.3 1.700 B.97 C.3 1.736 B.133 C.3 1.772 B.169 C.3 1.701 B.98 C.3 1.737 B.134 C.3 1.773 B.170 C.3 1.702 B.99 C.3 1.738 B.135 C.3 1.774 B.171 C.3 1.703 B.100 C.3 1.739 B.136 C.3 1.775 B.172 C.3 1.704 B.101 C.3 1.740 B.137 C.3 1.776 B.173 C.3 1.705 B.102 C.3 1.741 B.138 C.3 1.777 B.174 C.3 1.706 B.103 C.3 1.742 B.139 C.3 1.778 B.175 C.3 1.707 B.104 C.3 1.743 B.140 C.3 1.779 B.176 C.3 1.708 B.105 C.3 1.744 B.141 C.3 1.780 B.177 C.3 1.709 B.106 C.3 1.745 B.142 C.3 1.781 B.178 C.3 1.710 B.107 C.3 1.746 B.143 C.3 1.782 B.179 C.3 1.711 B.108 C.3 1.747 B.144 C.3 1.783 B.180 C.3 1.712 B.109 C.3 1.748 B.145 C.3 1.784 B.181 C.3 1.713 B.110 C.3 1.749 B.146 C.3 1.785 B.182 C.3 1.714 B.111 C.3 1.750 B.147 C.3 1.786 B.183 C.3 1.715 B.112 C.3 1.751 B.148 C.3 1.787 B.184 C.3 1.716 B.113 C.3 1.752 B.149 C.3 1.788 B.185 C.3 1.717 B.114 C.3 1.753 B.150 C.3 1.789 B.186 C.3 1.718 B.115 C.3 1.754 B.151 C.3 1.790 B.187 C.3 1.719 B.116 C.3 1.755 B.152 C.3 1.791 B.188 C.3 1.720 B.117 C.3 1.756 B.153 C.3 1.792 B.189 C.3 1.721 B.118 C.3 1.757 B.154 C.3 1.793 B.190 C.3 1.722 B.119 C.3 1.758 B.155 C.3 1.794 B.191 C.3 1.723 B.120 C.3 1.759 B.156 C.3 1.795 B.192 C.3 1.724 B.121 C.3 1.760 B.157 C.3 1.796 B.193 C.3 1.725 B.122 C.3 1.761 B.158 C.3 1.797 B.194 C.3 1.726 B.123 C.3 1.762 B.159 C.3 1.798 B.195 C.3 1.727 B.124 C.3 1.763 B.160 C.3 1.799 B.196 C.3 1.728 B.125 C.3 1.764 B.161 C.3 1.800 B.197 C.3 1.729 B.126 C.3 1.765 B.162 C.3 1.801 B.198 C.3 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.802 B199 C.3 1.838 B.34 C.4 1.874 B.70 C.4 1.803 B.200 C.3 1.839 B.35 C.4 1.875 B.71 C.4 1.804 B.201 C.3 1.840 B.36 C.4 1.876 B.72 C.4 1.805 B1 C4 1.841 B.37 C.4 1.877 B.73 C.4 1.806 B2 C4 1.842 B.38 C.4 1.878 B.74 C.4 1.807 B3 C4 1.843 B.39 C.4 1.879 B.75 C.4 1.808 B4 C4 1.844 B.40 C.4 1.880 B.76 C.4 1.809 B5 C4 1.845 B.41 C.4 1.881 B.77 C.4 1.810 B6 C4 1.846 B.42 C.4 1.882 B.78 C.4 1.811 B7 C4 1.847 B.43 C.4 1.883 B.79 C.4 1.812 B8 C4 1.848 B.44 C.4 1.884 B.80 C.4 1.813 B9 C4 1.849 B.45 C.4 1.885 B.81 C.4 1.814 B.10 C.4 1.850 B.46 C.4 1.886 B.82 C.4 1.815 B.11 C.4 1.851 B.47 C.4 1.887 B.83 C.4 1.816 B.12 C.4 1.852 B.48 C.4 1.888 B.84 C.4 1.817 B.13 C.4 1.853 B.49 C.4 1.889 B.85 C.4 1.818 B.14 C.4 1.854 B.50 C.4 1.890 B.86 C.4 1.819 B.15 C.4 1.855 B.51 C.4 1.891 B.87 C.4 1.820 B.16 C.4 1.856 B.52 C.4 1.892 B.88 C.4 1.821 B.17 C.4 1.857 B.53 C.4 1.893 B.89 C.4 1.822 B.18 C.4 1.858 B.54 C.4 1.894 B.90 C.4 1.823 B.19 C.4 1.859 B.55 C.4 1.895 B.91 C.4 1.824 B.20 C.4 1.860 B.56 C.4 1.896 B.92 C.4 1.825 B.21 C.4 1.861 B.57 C.4 1.897 B.93 C.4 1.826 B.22 C.4 1.862 B.58. C.4 1.898 B.94 C.4 1.827 B.23 C.4 1.863 B.59 C.4 1.899 B.95 C.4 1.828 B.24 C.4 1.864 B.60 C.4 1.900 B.96 C.4 1.829 B.25 C.4 1.865 B.61 C.4 1.901 B.97 C.4 1.830 B.26 C.4 1.866 B.62 C.4 1.902 B.98 C.4 1.831 B.27 C.4 1.867 B.63 C.4 1.903 B.99 C.4 1.832 B.28 C.4 1.868 B.64 C.4 1.904 B.100 C.4 1.833 B.29 C.4 1.869 B.65 C.4 1.905 B.101 C.4 1.834 B.30 C.4 1.870 B.66 C.4 1.906 B.102 C.4 1.835 B.31 C.4 1.871 B.67 C.4 1.907 B.103 C.4 1.836 B.32 C.4 1.872 B.68 C.4 1.908 B.104 C.4 1.837 B.33 C.4 1.873 B.69 C.4 1.909 B.105 C.4 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.910 B106 C.4 1.946 B.142 C.4 1.982 B.178 C.4 1.911 B.107 C.4 1.947 B.143 C.4 1.983 B.179 C.4 1.912 B.108 C.4 1.948 B.144 C.4 1.984 B.180 C.4 1.913 B.109 C.4 1.949 B.145 C.4 1.985 B.181 C.4 1.914 B.110 C.4 1.950 B.146 C.4 1.986 B.182 C.4 1.915 B.111 C.4 1.951 B.147 C.4 1.987 B.183 C.4 1.916 B.112 C.4 1.952 B.148 C.4 1.988 B.184 C.4 1.917 B.113 C.4 1.953 B.149 C.4 1.989 B.185 C.4 1.918 B.114 C.4 1.954 B.150 C.4 1.990 B.186 C.4 1.919 B.115 C.4 1.955 B.151 C.4 1.991 B.187 C.4 1.920 B.116 C.4 1.956 B.152 C.4 1.992 B.188 C.4 1.921 B.117 C.4 1.957 B.153 C.4 1.993 B.189 C.4 1.922 B.118 C.4 1.958 B.154 C.4 1.994 B.190 C.4 1.923 B.119 C.4 1.959 B.155 C.4 1.995 B.191 C.4 1.924 B.120 C.4 1.960 B.156 C.4 1.996 B.192 C.4 1.925 B.121 C.4 1.961 B.157 C.4 1.997 B.193 C.4 1.926 B.122 C.4 1.962 B.158 C.4 1.998 B.194 C.4 1.927 B.123 C.4 1.963 B.159 C.4 1.999 B.195 C.4 1.928 B.124 C.4 1.964 B.160 C.4 1.1000 B.196 C.4 1.929 B.125 C.4 1.965 B.161 C.4 1.1001 B.197 C.4 1.930 B.126 C.4 1.966 B.162 C.4 1.1002 B.198 C.4 1.931 B.127 C.4 1.967 B.163 C.4 1.1003 B.199 C.4 1.932 B.128 C.4 1.968 B.164 C.4 1.1004 B.200 C.4 1.933 B.129 C.4 1.969 B.165 C.4 1.1005 B.201 C.4 1.934 B.130 C.4 1.970 B.166 C.4 1.1006 B1 C5 1.935 B.131 C.4 1.971 B.167 C.4 1.1007 B2 C5 1.936 B.132 C.4 1.972 B.168 C.4 1.1008 B3 C5 1.937 B.133 C.4 1.973 B.169 C.4 1.1009 B4 C5 1.938 B.134 C.4 1.974 B.170 C.4 1.1010 B5 C5 1.939 B.135 C.4 1.975 B.171 C.4 1.1011 B6 C5 1.940 B.136 C.4 1.976 B.172 C.4 1.1012 B7 C5 1.941 B.137 C.4 1.977 B.173 C.4 1.1013 B8 C5 1.942 B.138 C.4 1.978 B.174 C.4 1.1014 B9 C5 1.943 B.139 C.4 1.979 B.175 C.4 1.1015 B.10 C.5 1.944 B.140 C.4 1.980 B.176 C.4 1.1016 B.11 C.5 1.945 B.141 C.4 1.981 B.177 C.4 1.1017 B.12 C.5 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1018 B.13 C.5 1.1054 B.49 C.5 1.1090 B.85 C.5 1.1019 B.14 C.5 1.1055 B.50 C.5 1.1091 B.86 C.5 1.1020 B.15 C.5 1.1056 B.51 C.5 1.1092 B.87 C.5 1.1021 B.16 C.5 1.1057 B.52 C.5 1.1093 B.88 C.5 1.1022 B.17 C.5 1.1058 B.53 C.5 1.1094 B.89 C.5 1.1023 B.18 C.5 1.1059 B.54 C.5 1.1095 B.90 C.5 1.1024 B.19 C.5 1.1060 B.55 C.5 1.1096 B.91 C.5 1.1025 B.20 C.5 1.1061 B.56 C.5 1.1097 B.92 C.5 1.1026 B.21 C.5 1.1062 B.57 C.5 1.1098 B.93 C.5 1.1027 B.22 C.5 1.1063 B.58. C.5 1.1099 B.94 C.5 1.1028 B.23 C.5 1.1064 B.59 C.5 1.1100 B.95 C.5 1.1029 B.24 C.5 1.1065 B.60 C.5 1.1101 B.96 C.5 1.1030 B.25 C.5 1.1066 B.61 C.5 1.1102 B.97 C.5 1.1031 B.26 C.5 1.1067 B.62 C.5 1.1103 B.98 C.5 1.1032 B.27 C.5 1.1068 B.63 C.5 1.1104 B.99 C.5 1.1033 B.28 C.5 1.1069 B.64 C.5 1.1105 B.100 C.5 1.1034 B.29 C.5 1.1070 B.65 C.5 1.1106 B.101 C.5 1.1035 B.30 C.5 1.1071 B.66 C.5 1.1107 B.102 C.5 1.1036 B.31 C.5 1.1072 B.67 C.5 1.1108 B.103 C.5 1.1037 B.32 C.5 1.1073 B.68 C.5 1.1109 B.104 C.5 1.1038 B.33 C.5 1.1074 B.69 C.5 1.1110 B.105 C.5 1.1039 B.34 C.5 1.1075 B.70 C.5 1.1111 B.106 C.5 1.1040 B.35 C.5 1.1076 B.71 C.5 1.1112 B.107 C.5 1.1041 B.36 C.5 1.1077 B.72 C.5 1.1113 B.108 C.5 1.1042 B.37 C.5 1.1078 B.73 C.5 1.1114 B.109 C.5 1.1043 B.38 C.5 1.1079 B.74 C.5 1.1115 B.110 C.5 1.1044 B.39 C.5 1.1080 B.75 C.5 1.1116 B.111 C.5 1.1045 B.40 C.5 1.1081 B.76 C.5 1.1117 B.112 C.5 1.1046 B.41 C.5 1.1082 B.77 C.5 1.1118 B.113 C.5 1.1047 B.42 C.5 1.1083 B.78 C.5 1.1119 B.114 C.5 1.1048 B.43 C.5 1.1084 B.79 C.5 1.1120 B.115 C.5 1.1049 B.44 C.5 1.1085 B.80 C.5 1.1121 B.116 C.5 1.1050 B.45 C.5 1.1086 B.81 C.5 1.1122 B.117 C.5 1.1051 B.46 C.5 1.1087 B.82 C.5 1.1123 B.118 C.5 1.1052 B.47 C.5 1.1088 B.83 C.5 1.1124 B.119 C.5 1.1053 B.48 C.5 1.1089 B.84 C.5 1.1125 B.120 C.5 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1126 B.121 C.5 1.1162 B.157 C.5 1.1198 B.193 C.5 1.1127 B.122 C.5 1.1163 B.158 C.5 1.1199 B.194 C.5 1.1128 B.123 C.5 1.1164 B.159 C.5 1.1200 B.195 C.5 1.1129 B.124 C.5 1.1165 B.160 C.5 1.1201 B.196 C.5 1.1130 B.125 C.5 1.1166 B.161 C.5 1.1202 B.197 C.5 1.1131 B.126 C.5 1.1167 B.162 C.5 1.1203 B.198 C.5 1.1132 B.127 C.5 1.1168 B.163 C.5 1.1204 B.199 C.5 1.1133 B.128 C.5 1.1169 B.164 C.5 1.1205 B.200 C.5 1.1134 B.129 C.5 1.1170 B.165 C.5 1.1206 B.201 C.5 1.1135 B.130 C.5 1.1171 B.166 C.5 1.1207 B1 C6 1.1136 B.131 C.5 1.1172 B.167 C.5 1.1208 B2 C6 1.1137 B.132 C.5 1.1173 B.168 C.5 1.1209 B3 C6 1.1138 B.133 C.5 1.1174 B.169 C.5 1.1210 B4 C6 1.1139 B.134 C.5 1.1175 B.170 C.5 1.1211 B5 C6 1.1140 B.135 C.5 1.1176 B.171 C.5 1.1212 B6 C6 1.1141 B.136 C.5 1.1177 B.172 C.5 1.1213 B7 C6 1.1142 B.137 C.5 1.1178 B.173 C.5 1.1214 B8 C6 1.1143 B.138 C.5 1.1179 B.174 C.5 1.1215 B9 C6 1.1144 B.139 C.5 1.1180 B.175 C.5 1.1216 B.10 C.6 1.1145 B.140 C.5 1.1181 B.176 C.5 1.1217 B.11 C.6 1.1146 B.141 C.5 1.1182 B.177 C.5 1.1218 B.12 C.6 1.1147 B.142 C.5 1.1183 B.178 C.5 1.1219 B.13 C.6 1.1148 B.143 C.5 1.1184 B.179 C.5 1.1220 B.14 C.6 1.1149 B.144 C.5 1.1185 B.180 C.5 1.1221 B.15 C.6 1.1150 B.145 C.5 1.1186 B.181 C.5 1.1222 B.16 C.6 1.1151 B.146 C.5 1.1187 B.182 C.5 1.1223 B.17 C.6 1.1152 B.147 C.5 1.1188 B.183 C.5 1.1224 B.18 C.6 1.1153 B.148 C.5 1.1189 B.184 C.5 1.1225 B.19 C.6 1.1154 B.149 C.5 1.1190 B.185 C.5 1.1226 B.20 C.6 1.1155 B.150 C.5 1.1191 B.186 C.5 1.1227 B.21 C.6 1.1156 B.151 C.5 1.1192 B.187 C.5 1.1228 B.22 C.6 1.1157 B.152 C.5 1.1193 B.188 C.5 1.1229 B.23 C.6 1.1158 B.153 C.5 1.1194 B.189 C.5 1.1230 B.24 C.6 1.1159 B.154 C.5 1.1195 B.190 C.5 1.1231 B.25 C.6 1.1160 B.155 C.5 1.1196 B.191 C.5 1.1232 B.26 C.6 1.1161 B.156 C.5 1.1197 B.192 C.5 1.1233 B.27 C.6 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1234 B.28 C.6 1.1270 B.64 C.6 1.1306 B.100 C.6 1.1235 B.29 C.6 1.1271 B.65 C.6 1.1307 B.101 C.6 1.1236 B.30 C.6 1.1272 B.66 C.6 1.1308 B.102 C.6 1.1237 B.31 C.6 1.1273 B.67 C.6 1.1309 B.103 C.6 1.1238 B.32 C.6 1.1274 B.68 C.6 1.1310 B.104 C.6 1.1239 B.33 C.6 1.1275 B.69 C.6 1.1311 B.105 C.6 1.1240 B.34 C.6 1.1276 B.70 C.6 1.1312 B.106 C.6 1.1241 B.35 C.6 1.1277 B.71 C.6 1.1313 B.107 C.6 1.1242 B.36 C.6 1.1278 B.72 C.6 1.1314 B.108 C.6 1.1243 B.37 C.6 1.1279 B.73 C.6 1.1315 B.109 C.6 1.1244 B.38 C.6 1.1280 B.74 C.6 1.1316 B.110 C.6 1.1245 B.39 C.6 1.1281 B.75 C.6 1.1317 B.111 C.6 1.1246 B.40 C.6 1.1282 B.76 C.6 1.1318 B.112 C.6 1.1247 B.41 C.6 1.1283 B.77 C.6 1.1319 B.113 C.6 1.1248 B.42 C.6 1.1284 B.78 C.6 1.1320 B.114 C.6 1.1249 B.43 C.6 1.1285 B.79 C.6 1.1321 B.115 C.6 1.1250 B.44 C.6 1.1286 B.80 C.6 1.1322 B.116 C.6 1.1251 B.45 C.6 1.1287 B.81 C.6 1.1323 B.117 C.6 1.1252 B.46 C.6 1.1288 B.82 C.6 1.1324 B.118 C.6 1.1253 B.47 C.6 1.1289 B.83 C.6 1.1325 B.119 C.6 1.1254 B.48 C.6 1.1290 B.84 C.6 1.1326 B.120 C.6 1.1255 B.49 C.6 1.1291 B.85 C.6 1.1327 B.121 C.6 1.1256 B.50 C.6 1.1292 B.86 C.6 1.1328 B.122 C.6 1.1257 B.51 C.6 1.1293 B.87 C.6 1.1329 B.123 C.6 1.1258 B.52 C.6 1.1294 B.88 C.6 1.1330 B.124 C.6 1.1259 B.53 C.6 1.1295 B.89 C.6 1.1331 B.125 C.6 1.1260 B.54 C.6 1.1296 B.90 C.6 1.1332 B.126 C.6 1.1261 B.55 C.6 1.1297 B.91 C.6 1.1333 B.127 C.6 1.1262 B.56 C.6 1.1298 B.92 C.6 1.1334 B.128 C.6 1.1263 B.57 C.6 1.1299 B.93 C.6 1.1335 B.129 C.6 1.1264 B.58. C.6 1.1300 B.94 C.6 1.1336 B.130 C.6 1.1265 B.59 C.6 1.1301 B.95 C.6 1.1337 B.131 C.6 1.1266 B.60 C.6 1.1302 B.96 C.6 1.1338 B.132 C.6 1.1267 B.61 C.6 1.1303 B.97 C.6 1.1339 B.133 C.6 1.1268 B.62 C.6 1.1304 B.98 C.6 1.1340 B.134 C.6 1.1269 B.63 C.6 1.1305 B.99 C.6 1.1341 B.135 C.6 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1342 B136 C.6 1.1378 B.172 C.6 1.1414 B7 C7 1.1343 B.137 C.6 1.1379 B.173 C.6 1.1415 B8 C7 1.1344 B.138 C.6 1.1380 B.174 C.6 1.1416 B.9 C.7 1.1345 B.139 C.6 1.1381 B.175 C.6 1.1417 B.10 C.7 1.1346 B.140 C.6 1.1382 B.176 C.6 1.1418 B.11 C.7 1.1347 B.141 C.6 1.1383 B.177 C.6 1.1419 B.12 C.7 1.1348 B.142 C.6 1.1384 B.178 C.6 1.1420 B.13 C.7 1.1349 B.143 C.6 1.1385 B.179 C.6 1.1421 B.14 C.7 1.1350 B.144 C.6 1.1386 B.180 C.6 1.1422 B.15 C.7 1.1351 B.145 C.6 1.1387 B.181 C.6 1.1423 B.16 C.7 1.1352 B.146 C.6 1.1388 B.182 C.6 1.1424 B.17 C.7 1.1353 B.147 C.6 1.1389 B.183 C.6 1.1425 B.18 C.7 1.1354 B.148 C.6 1.1390 B.184 C.6 1.1426 B.19 C.7 1.1355 B.149 C.6 1.1391 B.185 C.6 1.1427 B.20 C.7 1.1356 B.150 C.6 1.1392 B.186 C.6 1.1428 B.21 C.7 1.1357 B.151 C.6 1.1393 B.187 C.6 1.1429 B.22 C.7 1.1358 B.152 C.6 1.1394 B.188 C.6 1.1430 B.23 C.7 1.1359 B.153 C.6 1.1395 B.189 C.6 1.1431 B.24 C.7 1.1360 B.154 C.6 1.1396 B.190 C.6 1.1432 B.25 C.7 1.1361 B.155 C.6 1.1397 B.191 C.6 1.1433 B.26 C.7 1.1362 B.156 C.6 1.1398 B.192 C.6 1.1434 B.27 C.7 1.1363 B.157 C.6 1.1399 B.193 C.6 1.1435 B.28 C.7 1.1364 B.158 C.6 1.1400 B.194 C.6 1.1436 B.29 C.7 1.1365 B.159 C.6 1.1401 B.195 C.6 1.1437 B.30 C.7 1.1366 B.160 C.6 1.1402 B.196 C.6 1.1438 B.31 C.7 1.1367 B.161 C.6 1.1403 B.197 C.6 1.1439 B.32 C.7 1.1368 B.162 C.6 1.1404 B.198 C.6 1.1440 B.33 C.7 1.1369 B.163 C.6 1.1405 B.199 C.6 1.1441 B.34 C.7 1.1370 B.164 C.6 1.1406 B.200 C.6 1.1442 B.35 C.7 1.1371 B.165 C.6 1.1407 B.201 C.6 1.1443 B.36 C.7 1.1372 B.166 C.6 1.1408 B1 C7 1.1444 B.37 C.7 1.1373 B.167 C.6 1.1409 B2 C7 1.1445 B.38 C.7 1.1374 B.168 C.6 1.1410 B3 C7 1.1446 B.39 C.7 1.1375 B.169 C.6 1.1411 B4 C7 1.1447 B.40 C.7 1.1376 B.170 C.6 1.1412 B5 C7 1.1448 B.41 C.7 1.1377 B.171 C.6 1.1413 B6 C7 1.1449 B.42 C.7 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1450 B.43 C.7 1.1486 B.79 C.7 1.1522 B.115 C.7 1.1451 B.44 C.7 1.1487 B.80 C.7 1.1523 B.116 C.7 1.1452 B.45 C.7 1.1488 B.81 C.7 1.1524 B.117 C.7 1.1453 B.46 C.7 1.1489 B.82 C.7 1.1525 B.118 C.7 1.1454 B.47 C.7 1.1490 B.83 C.7 1.1526 B.119 C.7 1.1455 B.48 C.7 1.1491 B.84 C.7 1.1527 B.120 C.7 1.1456 B.49 C.7 1.1492 B.85 C.7 1.1528 B.121 C.7 1.1457 B.50 C.7 1.1493 B.86 C.7 1.1529 B.122 C.7 1.1458 B.51 C.7 1.1494 B.87 C.7 1.1530 B.123 C.7 1.1459 B.52 C.7 1.1495 B.88 C.7 1.1531 B.124 C.7 1.1460 B.53 C.7 1.1496 B.89 C.7 1.1532 B.125 C.7 1.1461 B.54 C.7 1.1497 B.90 C.7 1.1533 B.126 C.7 1.1462 B.55 C.7 1.1498 B.91 C.7 1.1534 B.127 C.7 1.1463 B.56 C.7 1.1499 B.92 C.7 1.1535 B.128 C.7 1.1464 B.57 C.7 1.1500 B.93 C.7 1.1536 B.129 C.7 1.1465 B.58. C.7 1.1501 B.94 C.7 1.1537 B.130 C.7 1.1466 B.59 C.7 1.1502 B.95 C.7 1.1538 B.131 C.7 1.1467 B.60 C.7 1.1503 B.96 C.7 1.1539 B.132 C.7 1.1468 B.61 C.7 1.1504 B.97 C.7 1.1540 B.133 C.7 1.1469 B.62 C.7 1.1505 B.98 C.7 1.1541 B.134 C.7 1.1470 B.63 C.7 1.1506 B.99 C.7 1.1542 B.135 C.7 1.1471 B.64 C.7 1.1507 B.100 C.7 1.1543 B.136 C.7 1.1472 B.65 C.7 1.1508 B.101 C.7 1.1544 B.137 C.7 1.1473 B.66 C.7 1.1509 B.102 C.7 1.1545 B.138 C.7 1.1474 B.67 C.7 1.1510 B.103 C.7 1.1546 B.139 C.7 1.1475 B.68 C.7 1.1511 B.104 C.7 1.1547 B.140 C.7 1.1476 B.69 C.7 1.1512 B.105 C.7 1.1548 B.141 C.7 1.1477 B.70 C.7 1.1513 B.106 C.7 1.1549 B.142 C.7 1.1478 B.71 C.7 1.1514 B.107 C.7 1.1550 B.143 C.7 1.1479 B.72 C.7 1.1515 B.108 C.7 1.1551 B.144 C.7 1.1480 B.73 C.7 1.1516 B.109 C.7 1.1552 B.145 C.7 1.1481 B.74 C.7 1.1517 B.110 C.7 1.1553 B.146 C.7 1.1482 B.75 C.7 1.1518 B.111 C.7 1.1554 B.147 C.7 1.1483 B.76 C.7 1.1519 B.112 C.7 1.1555 B.148 C.7 1.1484 B.77 C.7 1.1520 B.113 C.7 1.1556 B.149 C.7 1.1485 B.78 C.7 1.1521 B.114 C.7 1.1557 B.150 C.7 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1558 B.151 C.7 1.1594 B.187 C.7 1.1630 B.22 C.8 1.1559 B.152 C.7 1.1595 B.188 C.7 1.1631 B.23 C.8 1.1560 B.153 C.7 1.1596 B.189 C.7 1.1632 B.24 C.8 1.1561 B.154 C.7 1.1597 B.190 C.7 1.1633 B.25 C.8 1.1562 B.155 C.7 1.1598 B.191 C.7 1.1634 B.26 C.8 1.1563 B.156 C.7 1.1599 B.192 C.7 1.1635 B.27 C.8 1.1564 B.157 C.7 1.1600 B.193 C.7 1.1636 B.28 C.8 1.1565 B.158 C.7 1.1601 B.194 C.7 1.1637 B.29 C.8 1.1566 B.159 C.7 1.1602 B.195 C.7 1.1638 B.30 C.8 1.1567 B.160 C.7 1.1603 B.196 C.7 1.1639 B.31 C.8 1.1568 B.161 C.7 1.1604 B.197 C.7 1.1640 B.32 C.8 1.1569 B.162 C.7 1.1605 B.198 C.7 1.1641 B.33 C.8 1.1570 B.163 C.7 1.1606 B.199 C.7 1.1642 B.34 C.8 1.1571 B.164 C.7 1.1607 B.200 C.7 1.1643 B.35 C.8 1.1572 B.165 C.7 1.1608 B.201 C.7 1.1644 B.36 C.8 1.1573 B.166 C.7 1.1609 B1 C8 1.1645 B.37 C.8 1.1574 B.167 C.7 1.1610 B2 C8 1.1646 B.38 C.8 1.1575 B.168 C.7 1.1611 B3 C8 1.1647 B.39 C.8 1.1576 B.169 C.7 1.1612 B4 C8 1.1648 B.40 C.8 1.1577 B.170 C.7 1.1613 B5 C8 1.1649 B.41 C.8 1.1578 B.171 C.7 1.1614 B6 C8 1.1650 B.42 C.8 1.1579 B.172 C.7 1.1615 B7 C8 1.1651 B.43 C.8 1.1580 B.173 C.7 1.1616 B8 C8 1.1652 B.44 C.8 1.1581 B.174 C.7 1.1617 B9 C8 1.1653 B.45 C.8 1.1582 B.175 C.7 1.1618 B.10 C.8 1.1654 B.46 C.8 1.1583 B.176 C.7 1.1619 B.11 C.8 1.1655 B.47 C.8 1.1584 B.177 C.7 1.1620 B.12 C.8 1.1656 B.48 C.8 1.1585 B.178 C.7 1.1621 B.13 C.8 1.1657 B.49 C.8 1.1586 B.179 C.7 1.1622 B.14 C.8 1.1658 B.50 C.8 1.1587 B.180 C.7 1.1623 B.15 C.8 1.1659 B.51 C.8 1.1588 B.181 C.7 1.1624 B.16 C.8 1.1660 B.52 C.8 1.1589 B.182 C.7 1.1625 B.17 C.8 1.1661 B.53 C.8 1.1590 B.183 C.7 1.1626 B.18 C.8 1.1662 B.54 C.8 1.1591 B.184 C.7 1.1627 B.19 C.8 1.1663 B.55 C.8 1.1592 B.185 C.7 1.1628 B.20 C.8 1.1664 B.56 C.8 1.1593 B.186 C.7 1.1629 B.21 C.8 1.1665 B.57 C.8 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1666 B.58. C.8 1.1702 B.94 C.8 1.1738 B.130 C.8 1.1667 B.59 C.8 1.1703 B.95 C.8 1.1739 B.131 C.8 1.1668 B.60 C.8 1.1704 B.96 C.8 1.1740 B.132 C.8 1.1669 B.61 C.8 1.1705 B.97 C.8 1.1741 B.133 C.8 1.1670 B.62 C.8 1.1706 B.98 C.8 1.1742 B.134 C.8 1.1671 B.63 C.8 1.1707 B.99 C.8 1.1743 B.135 C.8 1.1672 B.64 C.8 1.1708 B.100 C.8 1.1744 B.136 C.8 1.1673 B.65 C.8 1.1709 B.101 C.8 1.1745 B.137 C.8 1.1674 B.66 C.8 1.1710 B.102 C.8 1.1746 B.138 C.8 1.1675 B.67 C.8 1.1711 B.103 C.8 1.1747 B.139 C.8 1.1676 B.68 C.8 1.1712 B.104 C.8 1.1748 B.140 C.8 1.1677 B.69 C.8 1.1713 B.105 C.8 1.1749 B.141 C.8 1.1678 B.70 C.8 1.1714 B.106 C.8 1.1750 B.142 C.8 1.1679 B.71 C.8 1.1715 B.107 C.8 1.1751 B.143 C.8 1.1680 B.72 C.8 1.1716 B.108 C.8 1.1752 B.144 C.8 1.1681 B.73 C.8 1.1717 B.109 C.8 1.1753 B.145 C.8 1.1682 B.74 C.8 1.1718 B.110 C.8 1.1754 B.146 C.8 1.1683 B.75 C.8 1.1719 B.111 C.8 1.1755 B.147 C.8 1.1684 B.76 C.8 1.1720 B.112 C.8 1.1756 B.148 C.8 1.1685 B.77 C.8 1.1721 B.113 C.8 1.1757 B.149 C.8 1.1686 B.78 C.8 1.1722 B.114 C.8 1.1758 B.150 C.8 1.1687 B.79 C.8 1.1723 B.115 C.8 1.1759 B.151 C.8 1.1688 B.80 C.8 1.1724 B.116 C.8 1.1760 B.152 C.8 1.1689 B.81 C.8 1.1725 B.117 C.8 1.1761 B.153 C.8 1.1690 B.82 C.8 1.1726 B.118 C.8 1.1762 B.154 C.8 1.1691 B.83 C.8 1.1727 B.119 C.8 1.1763 B.155 C.8 1.1692 B.84 C.8 1.1728 B.120 C.8 1.1764 B.156 C.8 1.1693 B.85 C.8 1.1729 B.121 C.8 1.1765 B.157 C.8 1.1694 B.86 C.8 1.1730 B.122 C.8 1.1766 B.158 C.8 1.1695 B.87 C.8 1.1731 B.123 C.8 1.1767 B.159 C.8 1.1696 B.88 C.8 1.1732 B.124 C.8 1.1768 B.160 C.8 1.1697 B.89 C.8 1.1733 B.125 C.8 1.1769 B.161 C.8 1.1698 B.90 C.8 1.1734 B.126 C.8 1.1770 B.162 C.8 1.1699 B.91 C.8 1.1735 B.127 C.8 1.1771 B.163 C.8 1.1700 B.92 C.8 1.1736 B.128 C.8 1.1772 B.164 C.8 1.1701 B.93 C.8 1.1737 B.129 C.8 1.1773 B.165 C.8 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1774 B166 C.8 1.1810 B.1 C.9 1.1846 B.37 C.9 1.1775 B.167 C.8 1.1811 B.2 C.9 1.1847 B.38 C.9 1.1776 B.168 C.8 1.1812 B.3 C.9 1.1848 B.39 C.9 1.1777 B.169 C.8 1.1813 B.4 C.9 1.1849 B.40 C.9 1.1778 B.170 C.8 1.1814 B.5 C.9 1.1850 B.41 C.9 1.1779 B.171 C.8 1.1815 B.6 C.9 1.1851 B.42 C.9 1.1780 B.172 C.8 1.1816 B.7 C.9 1.1852 B.43 C.9 1.1781 B.173 C.8 1.1817 B.8 C.9 1.1853 B.44 C.9 1.1782 B.174 C.8 1.1818 B.9 C.9 1.1854 B.45 C.9 1.1783 B.175 C.8 1.1819 B.10 C.9 1.1855 B.46 C.9 1.1784 B.176 C.8 1.1820 B.11 C.9 1.1856 B.47 C.9 1.1785 B.177 C.8 1.1821 B.12 C.9 1.1857 B.48 C.9 1.1786 B.178 C.8 1.1822 B.13 C.9 1.1858 B.49 C.9 1.1787 B.179 C.8 1.1823 B.14 C.9 1.1859 B.50 C.9 1.1788 B.180 C.8 1.1824 B.15 C.9 1.1860 B.51 C.9 1.1789 B.181 C.8 1.1825 B.16 C.9 1.1861 B.52 C.9 1.1790 B.182 C.8 1.1826 B.17 C.9 1.1862 B.53 C.9 1.1791 B.183 C.8 1.1827 B.18 C.9 1.1863 B.54 C.9 1.1792 B.184 C.8 1.1828 B.19 C.9 1.1864 B.55 C.9 1.1793 B.185 C.8 1.1829 B.20 C.9 1.1865 B.56 C.9 1.1794 B.186 C.8 1.1830 B.21 C.9 1.1866 B.57 C.9 1.1795 B.187 C.8 1.1831 B.22 C.9 1.1867 B.58. C.9 1.1796 B.188 C.8 1.1832 B.23 C.9 1.1868 B.59 C.9 1.1797 B.189 C.8 1.1833 B.24 C.9 1.1869 B.60 C.9 1.1798 B.190 C.8 1.1834 B.25 C.9 1.1870 B.61 C.9 1.1799 B.191 C.8 1.1835 B.26 C.9 1.1871 B.62 C.9 1.1800 B.192 C.8 1.1836 B.27 C.9 1.1872 B.63 C.9 1.1801 B.193 C.8 1.1837 B.28 C.9 1.1873 B.64 C.9 1.1802 B.194 C.8 1.1838 B.29 C.9 1.1874 B.65 C.9 1.1803 B.195 C.8 1.1839 B.30 C.9 1.1875 B.66 C.9 1.1804 B.196 C.8 1.1840 B.31 C.9 1.1876 B.67 C.9 1.1805 B.197 C.8 1.1841 B.32 C.9 1.1877 B.68 C.9 1.1806 B.198 C.8 1.1842 B.33 C.9 1.1878 B.69 C.9 1.1807 B.199 C.8 1.1843 B.34 C.9 1.1879 B.70 C.9 1.1808 B.200 C.8 1.1844 B.35 C.9 1.1880 B.71 C.9 1.1809 B.201 C.8 1.1845 B.36 C.9 1.1881 B.72 C.9 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1882 B.73 C.9 1.1918 B.109 C.9 1.1954 B.145 C.9 1.1883 B.74 C.9 1.1919 B.110 C.9 1.1955 B.146 C.9 1.1884 B.75 C.9 1.1920 B.111 C.9 1.1956 B.147 C.9 1.1885 B.76 C.9 1.1921 B.112 C.9 1.1957 B.148 C.9 1.1886 B.77 C.9 1.1922 B.113 C.9 1.1958 B.149 C.9 1.1887 B.78 C.9 1.1923 B.114 C.9 1.1959 B.150 C.9 1.1888 B.79 C.9 1.1924 B.115 C.9 1.1960 B.151 C.9 1.1889 B.80 C.9 1.1925 B.116 C.9 1.1961 B.152 C.9 1.1890 B.81 C.9 1.1926 B.117 C.9 1.1962 B.153 C.9 1.1891 B.82 C.9 1.1927 B.118 C.9 1.1963 B.154 C.9 1.1892 B.83 C.9 1.1928 B.119 C.9 1.1964 B.155 C.9 1.1893 B.84 C.9 1.1929 B.120 C.9 1.1965 B.156 C.9 1.1894 B.85 C.9 1.1930 B.121 C.9 1.1966 B.157 C.9 1.1895 B.86 C.9 1.1931 B.122 C.9 1.1967 B.158 C.9 1.1896 B.87 C.9 1.1932 B.123 C.9 1.1968 B.159 C.9 1.1897 B.88 C.9 1.1933 B.124 C.9 1.1969 B.160 C.9 1.1898 B.89 C.9 1.1934 B.125 C.9 1.1970 B.161 C.9 1.1899 B.90 C.9 1.1935 B.126 C.9 1.1971 B.162 C.9 1.1900 B.91 C.9 1.1936 B.127 C.9 1.1972 B.163 C.9 1.1901 B.92 C.9 1.1937 B.128 C.9 1.1973 B.164 C.9 1.1902 B.93 C.9 1.1938 B.129 C.9 1.1974 B.165 C.9 1.1903 B.94 C.9 1.1939 B.130 C.9 1.1975 B.166 C.9 1.1904 B.95 C.9 1.1940 B.131 C.9 1.1976 B.167 C.9 1.1905 B.96 C.9 1.1941 B.132 C.9 1.1977 B.168 C.9 1.1906 B.97 C.9 1.1942 B.133 C.9 1.1978 B.169 C.9 1.1907 B.98 C.9 1.1943 B.134 C.9 1.1979 B.170 C.9 1.1908 B.99 C.9 1.1944 B.135 C.9 1.1980 B.171 C.9 1.1909 B.100 C.9 1.1945 B.136 C.9 1.1981 B.172 C.9 1.1910 B.101 C.9 1.1946 B.137 C.9 1.1982 B.173 C.9 1.1911 B.102 C.9 1.1947 B.138 C.9 1.1983 B.174 C.9 1.1912 B.103 C.9 1.1948 B.139 C.9 1.1984 B.175 C.9 1.1913 B.104 C.9 1.1949 B.140 C.9 1.1985 B.176 C.9 1.1914 B.105 C.9 1.1950 B.141 C.9 1.1986 B.177 C.9 1.1915 B.106 C.9 1.1951 B.142 C.9 1.1987 B.178 C.9 1.1916 B.107 C.9 1.1952 B.143 C.9 1.1988 B.179 C.9 1.1917 B.108 C.9 1.1953 B.144 C.9 1.1989 B.180 C.9 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.1990 B.181 C.9 1.2026 B16 C10 1.2062 B.52 C.10 1.1991 B.182 C.9 1.2027 B17 C10 1.2063 B.53 C.10 1.1992 B.183 C.9 1.2028 B18 C10 1.2064 B.54 C.10 1.1993 B.184 C.9 1.2029 B19 C10 1.2065 B.55 C.10 1.1994 B.185 C.9 1.2030 B20 C10 1.2066 B.56 C.10 1.1995 B.186 C.9 1.2031 B21 C10 1.2067 B.57 C.10 1.1996 B.187 C.9 1.2032 B22 C10 1.2068 B.58. C.10 1.1997 B.188 C.9 1.2033 B23 C10 1.2069 B.59 C.10 1.1998 B.189 C.9 1.2034 B24 C10 1.2070 B60 C10 1.1999 B.190 C.9 1.2035 B25 C10 1.2071 B61 C10 1.2000 B.191 C.9 1.2036 B26 C10 1.2072 B62 C10 1.2001 B.192 C.9 1.2037 B27 C10 1.2073 B63 C10 1.2002 B.193 C.9 1.2038 B28 C10 1.2074 B64 C10 1.2003 B.194 C.9 1.2039 B29 C10 1.2075 B65 C10 1.2004 B.195 C.9 1.2040 B30 C10 1.2076 B66 C10 1.2005 B.196 C.9 1.2041 B31 C10 1.2077 B67 C10 1.2006 B.197 C.9 1.2042 B32 C10 1.2078 B68 C10 1.2007 B.198 C.9 1.2043 B33 C10 1.2079 B69 C10 1.2008 B.199 C.9 1.2044 B34 C10 1.2080 B70 C10 1.2009 B.200 C.9 1.2045 B35 C10 1.2081 B71 C10 1.2010 B.201 C.9 1.2046 B36 C10 1.2082 B72 C10 1.2011 B.1 C.10 1.2047 B37 C10 1.2083 B73 C10 1.2012 B.2 C.10 1.2048 B38 C10 1.2084 B74 C10 1.2013 B.3 C.10 1.2049 B39 C10 1.2085 B75 C10 1.2014 B.4 C.10 1.2050 B40 C10 1.2086 B76 C10 1.2015 B.5 C.10 1.2051 B41 C10 1.2087 B77 C10 1.2016 B.6 C.10 1.2052 B42 C10 1.2088 B78 C10 1.2017 B.7 C.10 1.2053 B43 C10 1.2089 B79 C10 1.2018 B.8 C.10 1.2054 B44 C10 1.2090 B80 C10 1.2019 B.9 C.10 1.2055 B45 C10 1.2091 B81 C10 1.2020 B10 C10 1.2056 B46 C10 1.2092 B82 C10 1.2021 B11 C10 1.2057 B47 C10 1.2093 B83 C10 1.2022 B12 C10 1.2058 B48 C10 1.2094 B84 C10 1.2023 B13 C10 1.2059 B49 C10 1.2095 B85 C10 1.2024 B14 C10 1.2060 B50 C10 1.2096 B86 C10 1.2025 B15 C10 1.2061 B51 C10 1.2097 B87 C10 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2098 B88 C10 1.2134 B.124 C.10 1.2170 B.160 C.10 1.2099 B89 C10 1.2135 B.125 C.10 1.2171 B.161 C.10 1.2100 B90 C10 1.2136 B.126 C.10 1.2172 B.162 C.10 1.2101 B91 C10 1.2137 B.127 C.10 1.2173 B.163 C.10 1.2102 B92 C10 1.2138 B.128 C.10 1.2174 B.164 C.10 1.2103 B93 C10 1.2139 B.129 C.10 1.2175 B.165 C.10 1.2104 B94 C10 1.2140 B.130 C.10 1.2176 B.166 C.10 1.2105 B95 C10 1.2141 B.131 C.10 1.2177 B.167 C.10 1.2106 B96 C10 1.2142 B.132 C.10 1.2178 B.168 C.10 1.2107 B97 C10 1.2143 B.133 C.10 1.2179 B.169 C.10 1.2108 B98 C10 1.2144 B.134 C.10 1.2180 B.170 C.10 1.2109 B99 C10 1.2145 B.135 C.10 1.2181 B.171 C.10 1.2110 B.100 C.10 1.2146 B.136 C.10 1.2182 B.172 C.10 1.2111 B.101 C.10 1.2147 B.137 C.10 1.2183 B.173 C.10 1.2112 B.102 C.10 1.2148 B.138 C.10 1.2184 B.174 C.10 1.2113 B.103 C.10 1.2149 B.139 C.10 1.2185 B.175 C.10 1.2114 B.104 C.10 1.2150 B.140 C.10 1.2186 B.176 C.10 1.2115 B.105 C.10 1.2151 B.141 C.10 1.2187 B.177 C.10 1.2116 B.106 C.10 1.2152 B.142 C.10 1.2188 B.178 C.10 1.2117 B.107 C.10 1.2153 B.143 C.10 1.2189 B.179 C.10 1.2118 B.108 C.10 1.2154 B.144 C.10 1.2190 B.180 C.10 1.2119 B.109 C.10 1.2155 B.145 C.10 1.2191 B.181 C.10 1.2120 B.110 C.10 1.2156 B.146 C.10 1.2192 B.182 C.10 1.2121 B.111 C.10 1.2157 B.147 C.10 1.2193 B.183 C.10 1.2122 B.112 C.10 1.2158 B.148 C.10 1.2194 B.184 C.10 1.2123 B.113 C.10 1.2159 B.149 C.10 1.2195 B.185 C.10 1.2124 B.114 C.10 1.2160 B.150 C.10 1.2196 B.186 C.10 1.2125 B.115 C.10 1.2161 B.151 C.10 1.2197 B.187 C.10 1.2126 B.116 C.10 1.2162 B.152 C.10 1.2198 B.188 C.10 1.2127 B.117 C.10 1.2163 B.153 C.10 1.2199 B.189 C.10 1.2128 B.118 C.10 1.2164 B.154 C.10 1.2200 B.190 C.10 1.2129 B.119 C.10 1.2165 B.155 C.10 1.2201 B.191 C.10 1.2130 B.120 C.10 1.2166 B.156 C.10 1.2202 B.192 C.10 1.2131 B.121 C.10 1.2167 B.157 C.10 1.2203 B.193 C.10 1.2132 B.122 C.10 1.2168 B.158 C.10 1.2204 B.194 C.10 1.2133 B.123 C.10 1.2169 B.159 C.10 1.2205 B.195 C.10 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2206 B196 C.10 1.2242 B31 C11 1.2278 B67 C11 1.2207 B.197 C.10 1.2243 B32 C11 1.2279 B68 C11 1.2208 B.198 C.10 1.2244 B33 C11 1.2280 B69 C11 1.2209 B.199 C.10 1.2245 B34 C11 1.2281 B70 C11 1.2210 B.200 C.10 1.2246 B35 C11 1.2282 B71 C11 1.2211 B.201 C.10 1.2247 B36 C11 1.2283 B72 C11 1.2212 B.1 C.11 1.2248 B37 C11 1.2284 B73 C11 1.2213 B.2 C.11 1.2249 B38 C11 1.2285 B74 C11 1.2214 B.3 C.11 1.2250 B39 C11 1.2286 B75 C11 1.2215 B.4 C.11 1.2251 B40 C11 1.2287 B76 C11 1.2216 B.5 C.11 1.2252 B41 C11 1.2288 B77 C11 1.2217 B.6 C.11 1.2253 B42 C11 1.2289 B78 C11 1.2218 B.7 C.11 1.2254 B43 C11 1.2290 B79 C11 1.2219 B.8 C.11 1.2255 B44 C11 1.2291 B80 C11 1.2220 B.9 C.11 1.2256 B45 C11 1.2292 B81 C11 1.2221 B10 C11 1.2257 B46 C11 1.2293 B82 C11 1.2222 B11 C11 1.2258 B47 C11 1.2294 B83 C11 1.2223 B12 C11 1.2259 B48 C11 1.2295 B84 C11 1.2224 B13 C11 1.2260 B49 C11 1.2296 B85 C11 1.2225 B14 C11 1.2261 B50 C11 1.2297 B86 C11 1.2226 B15 C11 1.2262 B51 C11 1.2298 B87 C11 1.2227 B16 C11 1.2263 B52 C11 1.2299 B88 C11 1.2228 B17 C11 1.2264 B53 C11 1.2300 B89 C11 1.2229 B18 C11 1.2265 B54 C11 1.2301 B90 C11 1.2230 B19 C11 1.2266 B55 C11 1.2302 B91 C11 1.2231 B20 C11 1.2267 B56 C11 1.2303 B92 C11 1.2232 B21 C11 1.2268 B57 C11 1.2304 B93 C11 1.2233 B22 C11 1.2269 B58. C11 1.2305 B94 C11 1.2234 B23 C11 1.2270 B59 C11 1.2306 B95 C11 1.2235 B24 C11 1.2271 B60 C11 1.2307 B96 C11 1.2236 B25 C11 1.2272 B61 C11 1.2308 B97 C11 1.2237 B26 C11 1.2273 B62 C11 1.2309 B98 C11 1.2238 B27 C11 1.2274 B63 C11 1.2310 B99 C11 1.2239 B28 C11 1.2275 B64 C11 1.2311 B.100 C.11 1.2240 B29 C11 1.2276 B65 C11 1.2312 B.101 C.11 1.2241 B30 C11 1.2277 B66 C11 1.2313 B.102 C.11 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2314 B.103 C.11 1.2350 B139 C.11 1.2386 B.175 C.11 1.2315 B.104 C.11 1.2351 B.140 C.11 1.2387 B.176 C.11 1.2316 B.105 C.11 1.2352 B.141 C.11 1.2388 B.177 C.11 1.2317 B.106 C.11 1.2353 B.142 C.11 1.2389 B.178 C.11 1.2318 B.107 C.11 1.2354 B.143 C.11 1.2390 B.179 C.11 1.2319 B.108 C.11 1.2355 B.144 C.11 1.2391 B.180 C.11 1.2320 B.109 C.11 1.2356 B.145 C.11 1.2392 B.181 C.11 1.2321 B.110 C.11 1.2357 B.146 C.11 1.2393 B.182 C.11 1.2322 B.111 C.11 1.2358 B.147 C.11 1.2394 B.183 C.11 1.2323 B.112 C.11 1.2359 B.148 C.11 1.2395 B.184 C.11 1.2324 B.113 C.11 1.2360 B.149 C.11 1.2396 B.185 C.11 1.2325 B.114 C.11 1.2361 B.150 C.11 1.2397 B.186 C.11 1.2326 B.115 C.11 1.2362 B.151 C.11 1.2398 B.187 C.11 1.2327 B.116 C.11 1.2363 B.152 C.11 1.2399 B.188 C.11 1.2328 B.117 C.11 1.2364 B.153 C.11 1.2400 B.189 C.11 1.2329 B.118 C.11 1.2365 B.154 C.11 1.2401 B.190 C.11 1.2330 B.119 C.11 1.2366 B.155 C.11 1.2402 B.191 C.11 1.2331 B.120 C.11 1.2367 B.156 C.11 1.2403 B.192 C.11 1.2332 B.121 C.11 1.2368 B.157 C.11 1.2404 B.193 C.11 1.2333 B.122 C.11 1.2369 B.158 C.11 1.2405 B.194 C.11 1.2334 B.123 C.11 1.2370 B.159 C.11 1.2406 B.195 C.11 1.2335 B.124 C.11 1.2371 B.160 C.11 1.2407 B.196 C.11 1.2336 B.125 C.11 1.2372 B.161 C.11 1.2408 B.197 C.11 1.2337 B.126 C.11 1.2373 B.162 C.11 1.2409 B.198 C.11 1.2338 B.127 C.11 1.2374 B.163 C.11 1.2410 B.199 C.11 1.2339 B.128 C.11 1.2375 B.164 C.11 1.2411 B.200 C.11 1.2340 B.129 C.11 1.2376 B.165 C.11 1.2412 B.201 C.11 1.2341 B.130 C.11 1.2377 B.166 C.11 1.2413 B.1 C.12 1.2342 B.131 C.11 1.2378 B.167 C.11 1.2414 B.2 C.12 1.2343 B.132 C.11 1.2379 B.168 C.11 1.2415 B.3 C.12 1.2344 B.133 C.11 1.2380 B.169 C.11 1.2416 B.4 C.12 1.2345 B.134 C.11 1.2381 B.170 C.11 1.2417 B.5 C.12 1.2346 B.135 C.11 1.2382 B.171 C.11 1.2418 B.6 C.12 1.2347 B.136 C.11 1.2383 B.172 C.11 1.2419 B.7 C.12 1.2348 B.137 C.11 1.2384 B.173 C.11 1.2420 B.8 C.12 1.2349 B.138 C.11 1.2385 B.174 C.11 1.2421 B.9 C.12 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2422 B10 C12 1.2458 B46 C12 1.2494 B82 C12 1.2423 B11 C12 1.2459 B47 C12 1.2495 B83 C12 1.2424 B12 C12 1.2460 B48 C12 1.2496 B84 C12 1.2425 B13 C12 1.2461 B49 C12 1.2497 B85 C12 1.2426 B14 C12 1.2462 B50 C12 1.2498 B86 C12 1.2427 B15 C12 1.2463 B51 C12 1.2499 B87 C12 1.2428 B16 C12 1.2464 B52 C12 1.2500 B88 C12 1.2429 B17 C12 1.2465 B53 C12 1.2501 B89 C12 1.2430 B18 C12 1.2466 B54 C12 1.2502 B90 C12 1.2431 B19 C12 1.2467 B55 C12 1.2503 B91 C12 1.2432 B20 C12 1.2468 B56 C12 1.2504 B92 C12 1.2433 B21 C12 1.2469 B57 C12 1.2505 B93 C12 1.2434 B22 C12 1.2470 B58. C12 1.2506 B94 C12 1.2435 B23 C12 1.2471 B59 C12 1.2507 B95 C12 1.2436 B24 C12 1.2472 B60 C12 1.2508 B96 C12 1.2437 B25 C12 1.2473 B61 C12 1.2509 B97 C12 1.2438 B26 C12 1.2474 B62 C12 1.2510 B98 C12 1.2439 B27 C12 1.2475 B63 C12 1.2511 B99 C12 1.2440 B28 C12 1.2476 B64 C12 1.2512 B.100 C.12 1.2441 B29 C12 1.2477 B65 C12 1.2513 B.101 C.12 1.2442 B30 C12 1.2478 B66 C12 1.2514 B.102 C.12 1.2443 B31 C12 1.2479 B67 C12 1.2515 B.103 C.12 1.2444 B32 C12 1.2480 B68 C12 1.2516 B.104 C.12 1.2445 B33 C12 1.2481 B69 C12 1.2517 B.105 C.12 1.2446 B34 C12 1.2482 B70 C12 1.2518 B.106 C.12 1.2447 B35 C12 1.2483 B71 C12 1.2519 B.107 C.12 1.2448 B36 C12 1.2484 B72 C12 1.2520 B.108 C.12 1.2449 B37 C12 1.2485 B73 C12 1.2521 B.109 C.12 1.2450 B38 C12 1.2486 B74 C12 1.2522 B.110 C.12 1.2451 B39 C12 1.2487 B75 C12 1.2523 B.111 C.12 1.2452 B40 C12 1.2488 B76 C12 1.2524 B.112 C.12 1.2453 B41 C12 1.2489 B77 C12 1.2525 B.113 C.12 1.2454 B42 C12 1.2490 B78 C12 1.2526 B.114 C.12 1.2455 B43 C12 1.2491 B79 C12 1.2527 B.115 C.12 1.2456 B44 C12 1.2492 B80 C12 1.2528 B.116 C.12 1.2457 B45 C12 1.2493 B81 C12 1.2529 B.117 C.12 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2530 B.118 C.12 1.2566 B.154 C.12 1.2602 B.190 C.12 1.2531 B.119 C.12 1.2567 B.155 C.12 1.2603 B.191 C.12 1.2532 B.120 C.12 1.2568 B.156 C.12 1.2604 B.192 C.12 1.2533 B.121 C.12 1.2569 B.157 C.12 1.2605 B.193 C.12 1.2534 B.122 C.12 1.2570 B.158 C.12 1.2606 B.194 C.12 1.2535 B.123 C.12 1.2571 B.159 C.12 1.2607 B.195 C.12 1.2536 B.124 C.12 1.2572 B.160 C.12 1.2608 B.196 C.12 1.2537 B.125 C.12 1.2573 B.161 C.12 1.2609 B.197 C.12 1.2538 B.126 C.12 1.2574 B.162 C.12 1.2610 B.198 C.12 1.2539 B.127 C.12 1.2575 B.163 C.12 1.2611 B.199 C.12 1.2540 B.128 C.12 1.2576 B.164 C.12 1.2612 B.200 C.12 1.2541 B.129 C.12 1.2577 B.165 C.12 1.2613 B.201 C.12 1.2542 B.130 C.12 1.2578 B.166 C.12 1.2614 B.1 C.13 1.2543 B.131 C.12 1.2579 B.167 C.12 1.2615 B.2 C.13 1.2544 B.132 C.12 1.2580 B.168 C.12 1.2616 B.3 C.13 1.2545 B.133 C.12 1.2581 B.169 C.12 1.2617 B.4 C.13 1.2546 B.134 C.12 1.2582 B.170 C.12 1.2618 B.5 C.13 1.2547 B.135 C.12 1.2583 B.171 C.12 1.2619 B.6 C.13 1.2548 B.136 C.12 1.2584 B.172 C.12 1.2620 B.7 C.13 1.2549 B.137 C.12 1.2585 B.173 C.12 1.2621 B.8 C.13 1.2550 B.138 C.12 1.2586 B.174 C.12 1.2622 B.9 C.13 1.2551 B.139 C.12 1.2587 B.175 C.12 1.2623 B10 C13 1.2552 B.140 C.12 1.2588 B.176 C.12 1.2624 B11 C13 1.2553 B.141 C.12 1.2589 B.177 C.12 1.2625 B12 C13 1.2554 B.142 C.12 1.2590 B.178 C.12 1.2626 B13 C13 1.2555 B.143 C.12 1.2591 B.179 C.12 1.2627 B14 C13 1.2556 B.144 C.12 1.2592 B.180 C.12 1.2628 B15 C13 1.2557 B.145 C.12 1.2593 B.181 C.12 1.2629 B16 C13 1.2558 B.146 C.12 1.2594 B.182 C.12 1.2630 B17 C13 1.2559 B.147 C.12 1.2595 B.183 C.12 1.2631 B18 C13 1.2560 B.148 C.12 1.2596 B.184 C.12 1.2632 B19 C13 1.2561 B.149 C.12 1.2597 B.185 C.12 1.2633 B20 C13 1.2562 B.150 C.12 1.2598 B.186 C.12 1.2634 B21 C13 1.2563 B.151 C.12 1.2599 B.187 C.12 1.2635 B22 C13 1.2564 B.152 C.12 1.2600 B.188 C.12 1.2636 B23 C13 1.2565 B.153 C.12 1.2601 B.189 C.12 1.2637 B24 C13 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2638 B25 C13 1.2674 B61 C13 1.2710 B.97 C.13 1.2639 B26 C13 1.2675 B62 C13 1.2711 B.98 C.13 1.2640 B27 C13 1.2676 B63 C13 1.2712 B.99 C.13 1.2641 B28 C13 1.2677 B64 C13 1.2713 B.100 C.13 1.2642 B29 C13 1.2678 B65 C13 1.2714 B.101 C.13 1.2643 B30 C13 1.2679 B66 C13 1.2715 B.102 C.13 1.2644 B31 C13 1.2680 B67 C13 1.2716 B.103 C.13 1.2645 B32 C13 1.2681 B68 C13 1.2717 B.104 C.13 1.2646 B33 C13 1.2682 B69 C13 1.2718 B.105 C.13 1.2647 B34 C13 1.2683 B70 C13 1.2719 B.106 C.13 1.2648 B35 C13 1.2684 B71 C13 1.2720 B.107 C.13 1.2649 B36 C13 1.2685 B72 C13 1.2721 B.108 C.13 1.2650 B37 C13 1.2686 B73 C13 1.2722 B.109 C.13 1.2651 B38 C13 1.2687 B74 C13 1.2723 B.110 C.13 1.2652 B39 C13 1.2688 B75 C13 1.2724 B.111 C.13 1.2653 B40 C13 1.2689 B76 C13 1.2725 B.112 C.13 1.2654 B41 C13 1.2690 B77 C13 1.2726 B.113 C.13 1.2655 B42 C13 1.2691 B78 C13 1.2727 B.114 C.13 1.2656 B43 C13 1.2692 B79 C13 1.2728 B.115 C.13 1.2657 B44 C13 1.2693 B80 C13 1.2729 B.116 C.13 1.2658 B45 C13 1.2694 B81 C13 1.2730 B.117 C.13 1.2659 B46 C13 1.2695 B82 C13 1.2731 B.118 C.13 1.2660 B47 C13 1.2696 B83 C13 1.2732 B.119 C.13 1.2661 B48 C13 1.2697 B84 C13 1.2733 B.120 C.13 1.2662 B49 C13 1.2698 B85 C13 1.2734 B.121 C.13 1.2663 B50 C13 1.2699 B86 C13 1.2735 B.122 C.13 1.2664 B51 C13 1.2700 B87 C13 1.2736 B.123 C.13 1.2665 B52 C13 1.2701 B88 C13 1.2737 B.124 C.13 1.2666 B53 C13 1.2702 B89 C13 1.2738 B.125 C.13 1.2667 B54 C13 1.2703 B90 C13 1.2739 B.126 C.13 1.2668 B55 C13 1.2704 B91 C13 1.2740 B.127 C.13 1.2669 B56 C13 1.2705 B92 C13 1.2741 B.128 C.13 1.2670 B57 C13 1.2706 B93 C13 1.2742 B.129 C.13 1.2671 B58. C13 1.2707 B94 C13 1.2743 B.130 C.13 1.2672 B59 C13 1.2708 B95 C13 1.2744 B.131 C.13 1.2673 B60 C13 1.2709 B96 C13 1.2745 B.132 C.13 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2746 B133 C.13 1.2782 B.169 C.13 1.2818 B.4 C.14 1.2747 B.134 C.13 1.2783 B.170 C.13 1.2819 B.5 C.14 1.2748 B.135 C.13 1.2784 B.171 C.13 1.2820 B.6 C.14 1.2749 B.136 C.13 1.2785 B.172 C.13 1.2821 B.7 C.14 1.2750 B.137 C.13 1.2786 B.173 C.13 1.2822 B.8 C.14 1.2751 B.138 C.13 1.2787 B.174 C.13 1.2823 B.9 C.14 1.2752 B.139 C.13 1.2788 B.175 C.13 1.2824 B10 C14 1.2753 B.140 C.13 1.2789 B.176 C.13 1.2825 B11 C14 1.2754 B.141 C.13 1.2790 B.177 C.13 1.2826 B12 C14 1.2755 B.142 C.13 1.2791 B.178 C.13 1.2827 B13 C14 1.2756 B.143 C.13 1.2792 B.179 C.13 1.2828 B14 C14 1.2757 B.144 C.13 1.2793 B.180 C.13 1.2829 B15 C14 1.2758 B.145 C.13 1.2794 B.181 C.13 1.2830 B16 C14 1.2759 B.146 C.13 1.2795 B.182 C.13 1.2831 B17 C14 1.2760 B.147 C.13 1.2796 B.183 C.13 1.2832 B18 C14 1.2761 B.148 C.13 1.2797 B.184 C.13 1.2833 B19 C14 1.2762 B.149 C.13 1.2798 B.185 C.13 1.2834 B20 C14 1.2763 B.150 C.13 1.2799 B.186 C.13 1.2835 B21 C14 1.2764 B.151 C.13 1.2800 B.187 C.13 1.2836 B22 C14 1.2765 B.152 C.13 1.2801 B.188 C.13 1.2837 B23 C14 1.2766 B.153 C.13 1.2802 B.189 C.13 1.2838 B24 C14 1.2767 B.154 C.13 1.2803 B.190 C.13 1.2839 B25 C14 1.2768 B.155 C.13 1.2804 B.191 C.13 1.2840 B26 C14 1.2769 B.156 C.13 1.2805 B.192 C.13 1.2841 B27 C14 1.2770 B.157 C.13 1.2806 B.193 C.13 1.2842 B28 C14 1.2771 B.158 C.13 1.2807 B.194 C.13 1.2843 B29 C14 1.2772 B.159 C.13 1.2808 B.195 C.13 1.2844 B30 C14 1.2773 B.160 C.13 1.2809 B.196 C.13 1.2845 B31 C14 1.2774 B.161 C.13 1.2810 B.197 C.13 1.2846 B32 C14 1.2775 B.162 C.13 1.2811 B.198 C.13 1.2847 B33 C14 1.2776 B.163 C.13 1.2812 B.199 C.13 1.2848 B34 C14 1.2777 B.164 C.13 1.2813 B.200 C.13 1.2849 B35 C14 1.2778 B.165 C.13 1.2814 B.201 C.13 1.2850 B36 C14 1.2779 B.166 C.13 1.2815 B.1 C.14 1.2851 B37 C14 1.2780 B.167 C.13 1.2816 B.2 C.14 1.2852 B38 C14 1.2781 B.168 C.13 1.2817 B.3 C.14 1.2853 B39 C14 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2854 B40 C14 1.2890 B76 C14 1.2926 B.112 C.14 1.2855 B41 C14 1.2891 B77 C14 1.2927 B.113 C.14 1.2856 B42 C14 1.2892 B78 C14 1.2928 B.114 C.14 1.2857 B43 C14 1.2893 B79 C14 1.2929 B.115 C.14 1.2858 B44 C14 1.2894 B80 C14 1.2930 B.116 C.14 1.2859 B45 C14 1.2895 B81 C14 1.2931 B.117 C.14 1.2860 B46 C14 1.2896 B82 C14 1.2932 B.118 C.14 1.2861 B47 C14 1.2897 B83 C14 1.2933 B.119 C.14 1.2862 B48 C14 1.2898 B84 C14 1.2934 B.120 C.14 1.2863 B49 C14 1.2899 B85 C14 1.2935 B.121 C.14 1.2864 B50 C14 1.2900 B86 C14 1.2936 B.122 C.14 1.2865 B51 C14 1.2901 B87 C14 1.2937 B.123 C.14 1.2866 B52 C14 1.2902 B88 C14 1.2938 B.124 C.14 1.2867 B53 C14 1.2903 B89 C14 1.2939 B.125 C.14 1.2868 B54 C14 1.2904 B90 C14 1.2940 B.126 C.14 1.2869 B55 C14 1.2905 B91 C14 1.2941 B.127 C.14 1.2870 B56 C14 1.2906 B92 C14 1.2942 B.128 C.14 1.2871 B57 C14 1.2907 B93 C14 1.2943 B.129 C.14 1.2872 B58. C14 1.2908 B94 C14 1.2944 B.130 C.14 1.2873 B59 C14 1.2909 B95 C14 1.2945 B.131 C.14 1.2874 B60 C14 1.2910 B96 C14 1.2946 B.132 C.14 1.2875 B61 C14 1.2911 B97 C14 1.2947 B.133 C.14 1.2876 B62 C14 1.2912 B98 C14 1.2948 B.134 C.14 1.2877 B63 C14 1.2913 B99 C14 1.2949 B.135 C.14 1.2878 B64 C14 1.2914 B.100 C.14 1.2950 B.136 C.14 1.2879 B65 C14 1.2915 B.101 C.14 1.2951 B.137 C.14 1.2880 B66 C14 1.2916 B.102 C.14 1.2952 B.138 C.14 1.2881 B67 C14 1.2917 B.103 C.14 1.2953 B.139 C.14 1.2882 B68 C14 1.2918 B.104 C.14 1.2954 B.140 C.14 1.2883 B69 C14 1.2919 B.105 C.14 1.2955 B.141 C.14 1.2884 B70 C14 1.2920 B.106 C.14 1.2956 B.142 C.14 1.2885 B71 C14 1.2921 B.107 C.14 1.2957 B.143 C.14 1.2886 B72 C14 1.2922 B.108 C.14 1.2958 B.144 C.14 1.2887 B73 C14 1.2923 B.109 C.14 1.2959 B.145 C.14 1.2888 B74 C14 1.2924 B.110 C.14 1.2960 B.146 C.14 1.2889 B75 C14 1.2925 B.111 C.14 1.2961 B.147 C.14 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.2962 B.148 C.14 1.2998 B.184 C.14 1.3034 B19 C15 1.2963 B.149 C.14 1.2999 B.185 C.14 1.3035 B20 C15 1.2964 B.150 C.14 1.3000 B.186 C.14 1.3036 B21 C15 1.2965 B.151 C.14 1.3001 B.187 C.14 1.3037 B22 C15 1.2966 B.152 C.14 1.3002 B.188 C.14 1.3038 B23 C15 1.2967 B.153 C.14 1.3003 B.189 C.14 1.3039 B24 C15 1.2968 B.154 C.14 1.3004 B.190 C.14 1.3040 B25 C15 1.2969 B.155 C.14 1.3005 B.191 C.14 1.3041 B26 C15 1.2970 B.156 C.14 1.3006 B.192 C.14 1.3042 B27 C15 1.2971 B.157 C.14 1.3007 B.193 C.14 1.3043 B28 C15 1.2972 B.158 C.14 1.3008 B.194 C.14 1.3044 B29 C15 1.2973 B.159 C.14 1.3009 B.195 C.14 1.3045 B30 C15 1.2974 B.160 C.14 1.3010 B.196 C.14 1.3046 B31 C15 1.2975 B.161 C.14 1.3011 B.197 C.14 1.3047 B32 C15 1.2976 B.162 C.14 1.3012 B.198 C.14 1.3048 B33 C15 1.2977 B.163 C.14 1.3013 B.199 C.14 1.3049 B34 C15 1.2978 B.164 C.14 1.3014 B.200 C.14 1.3050 B35 C15 1.2979 B.165 C.14 1.3015 B.201 C.14 1.3051 B36 C15 1.2980 B.166 C.14 1.3016 B.1 C.15 1.3052 B37 C15 1.2981 B.167 C.14 1.3017 B.2 C.15 1.3053 B38 C15 1.2982 B.168 C.14 1.3018 B.3 C.15 1.3054 B39 C15 1.2983 B.169 C.14 1.3019 B.4 C.15 1.3055 B40 C15 1.2984 B.170 C.14 1.3020 B.5 C.15 1.3056 B41 C15 1.2985 B.171 C.14 1.3021 B.6 C.15 1.3057 B42 C15 1.2986 B.172 C.14 1.3022 B.7 C.15 1.3058 B43 C15 1.2987 B.173 C.14 1.3023 B.8 C.15 1.3059 B44 C15 1.2988 B.174 C.14 1.3024 B.9 C.15 1.3060 B45 C15 1.2989 B.175 C.14 1.3025 B10 C15 1.3061 B46 C15 1.2990 B.176 C.14 1.3026 B11 C15 1.3062 B47 C15 1.2991 B.177 C.14 1.3027 B12 C15 1.3063 B48 C15 1.2992 B.178 C.14 1.3028 B13 C15 1.3064 B49 C15 1.2993 B.179 C.14 1.3029 B14 C15 1.3065 B50 C15 1.2994 B.180 C.14 1.3030 B15 C15 1.3066 B51 C15 1.2995 B.181 C.14 1.3031 B16 C15 1.3067 B52 C15 1.2996 B.182 C.14 1.3032 B17 C15 1.3068 B53 C15 1.2997 B.183 C.14 1.3033 B18 C15 1.3069 B54 C15 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.3070 B.55 C.15 1.3106 B.91 C.15 1.3142 B.127 C.15 1.3071 B.56 C.15 1.3107 B.92 C.15 1.3143 B.128 C.15 1.3072 B.57 C.15 1.3108 B.93 C.15 1.3144 B.129 C.15 1.3073 B.58. C.15 1.3109 B.94 C.15 1.3145 B.130 C.15 1.3074 B.59 C.15 1.3110 B.95 C.15 1.3146 B.131 C.15 1.3075 B60 C15 1.3111 B.96 C.15 1.3147 B.132 C.15 1.3076 B61 C15 1.3112 B.97 C.15 1.3148 B.133 C.15 1.3077 B62 C15 1.3113 B.98 C.15 1.3149 B.134 C.15 1.3078 B63 C15 1.3114 B.99 C.15 1.3150 B.135 C.15 1.3079 B64 C15 1.3115 B.100 C.15 1.3151 B.136 C.15 1.3080 B65 C15 1.3116 B.101 C.15 1.3152 B.137 C.15 1.3081 B66 C15 1.3117 B.102 C.15 1.3153 B.138 C.15 1.3082 B67 C15 1.3118 B.103 C.15 1.3154 B.139 C.15 1.3083 B68 C15 1.3119 B.104 C.15 1.3155 B.140 C.15 1.3084 B69 C15 1.3120 B.105 C.15 1.3156 B.141 C.15 1.3085 B70 C15 1.3121 B.106 C.15 1.3157 B.142 C.15 1.3086 B71 C15 1.3122 B.107 C.15 1.3158 B.143 C.15 1.3087 B72 C15 1.3123 B.108 C.15 1.3159 B.144 C.15 1.3088 B73 C15 1.3124 B.109 C.15 1.3160 B.145 C.15 1.3089 B74 C15 1.3125 B.110 C.15 1.3161 B.146 C.15 1.3090 B75 C15 1.3126 B.111 C.15 1.3162 B.147 C.15 1.3091 B76 C15 1.3127 B.112 C.15 1.3163 B.148 C.15 1.3092 B77 C15 1.3128 B.113 C.15 1.3164 B.149 C.15 1.3093 B78 C15 1.3129 B.114 C.15 1.3165 B.150 C.15 1.3094 B79 C15 1.3130 B.115 C.15 1.3166 B.151 C.15 1.3095 B80 C15 1.3131 B.116 C.15 1.3167 B.152 C.15 1.3096 B81 C15 1.3132 B.117 C.15 1.3168 B.153 C.15 1.3097 B82 C15 1.3133 B.118 C.15 1.3169 B.154 C.15 1.3098 B83 C15 1.3134 B.119 C.15 1.3170 B.155 C.15 1.3099 B84 C15 1.3135 B.120 C.15 1.3171 B.156 C.15 1.3100 B85 C15 1.3136 B.121 C.15 1.3172 B.157 C.15 1.3101 B86 C15 1.3137 B.122 C.15 1.3173 B.158 C.15 1.3102 B87 C15 1.3138 B.123 C.15 1.3174 B.159 C.15 1.3103 B88 C15 1.3139 B.124 C.15 1.3175 B.160 C.15 1.3104 B89 C15 1.3140 B.125 C.15 1.3176 B.161 C.15 1.3105 B90 C15 1.3141 B.126 C.15 1.3177 B.162 C.15 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.3178 B163 C.15 1.3214 B199 C.15 1.3250 B34 C16 1.3179 B.164 C.15 1.3215 B.200 C.15 1.3251 B35 C16 1.3180 B.165 C.15 1.3216 B.201 C.15 1.3252 B36 C16 1.3181 B.166 C.15 1.3217 B.1 C.16 1.3253 B37 C16 1.3182 B.167 C.15 1.3218 B.2 C.16 1.3254 B38 C16 1.3183 B.168 C.15 1.3219 B.3 C.16 1.3255 B39 C16 1.3184 B.169 C.15 1.3220 B.4 C.16 1.3256 B40 C16 1.3185 B.170 C.15 1.3221 B.5 C.16 1.3257 B41 C16 1.3186 B.171 C.15 1.3222 B.6 C.16 1.3258 B42 C16 1.3187 B.172 C.15 1.3223 B.7 C.16 1.3259 B43 C16 1.3188 B.173 C.15 1.3224 B.8 C.16 1.3260 B44 C16 1.3189 B.174 C.15 1.3225 B.9 C.16 1.3261 B45 C16 1.3190 B.175 C.15 1.3226 B10 C16 1.3262 B46 C16 1.3191 B.176 C.15 1.3227 B11 C16 1.3263 B47 C16 1.3192 B.177 C.15 1.3228 B12 C16 1.3264 B48 C16 1.3193 B.178 C.15 1.3229 B13 C16 1.3265 B49 C16 1.3194 B.179 C.15 1.3230 B14 C16 1.3266 B50 C16 1.3195 B.180 C.15 1.3231 B15 C16 1.3267 B51 C16 1.3196 B.181 C.15 1.3232 B16 C16 1.3268 B52 C16 1.3197 B.182 C.15 1.3233 B17 C16 1.3269 B53 C16 1.3198 B.183 C.15 1.3234 B18 C16 1.3270 B54 C16 1.3199 B.184 C.15 1.3235 B19 C16 1.3271 B55 C16 1.3200 B.185 C.15 1.3236 B20 C16 1.3272 B56 C16 1.3201 B.186 C.15 1.3237 B21 C16 1.3273 B57 C16 1.3202 B.187 C.15 1.3238 B22 C16 1.3274 B58. C16 1.3203 B.188 C.15 1.3239 B23 C16 1.3275 B59 C16 1.3204 B.189 C.15 1.3240 B24 C16 1.3276 B60 C16 1.3205 B.190 C.15 1.3241 B25 C16 1.3277 B61 C16 1.3206 B.191 C.15 1.3242 B26 C16 1.3278 B62 C16 1.3207 B.192 C.15 1.3243 B27 C16 1.3279 B63 C16 1.3208 B.193 C.15 1.3244 B28 C16 1.3280 B64 C16 1.3209 B.194 C.15 1.3245 B29 C16 1.3281 B65 C16 1.3210 B.195 C.15 1.3246 B30 C16 1.3282 B66 C16 1.3211 B.196 C.15 1.3247 B31 C16 1.3283 B67 C16 1.3212 B.197 C.15 1.3248 B32 C16 1.3284 B68 C16 1.3213 B.198 C.15 1.3249 B33 C16 1.3285 B69 C16 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.3286 B70 C16 1.3322 B106 C.16 1.3358 B.142 C.16 1.3287 B71 C16 1.3323 B.107 C.16 1.3359 B.143 C.16 1.3288 B72 C16 1.3324 B.108 C.16 1.3360 B.144 C.16 1.3289 B73 C16 1.3325 B.109 C.16 1.3361 B.145 C.16 1.3290 B74 C16 1.3326 B.110 C.16 1.3362 B.146 C.16 1.3291 B75 C16 1.3327 B.111 C.16 1.3363 B.147 C.16 1.3292 B76 C16 1.3328 B.112 C.16 1.3364 B.148 C.16 1.3293 B77 C16 1.3329 B.113 C.16 1.3365 B.149 C.16 1.3294 B78 C16 1.3330 B.114 C.16 1.3366 B.150 C.16 1.3295 B79 C16 1.3331 B.115 C.16 1.3367 B.151 C.16 1.3296 B80 C16 1.3332 B.116 C.16 1.3368 B.152 C.16 1.3297 B81 C16 1.3333 B.117 C.16 1.3369 B.153 C.16 1.3298 B82 C16 1.3334 B.118 C.16 1.3370 B.154 C.16 1.3299 B83 C16 1.3335 B.119 C.16 1.3371 B.155 C.16 1.3300 B84 C16 1.3336 B.120 C.16 1.3372 B.156 C.16 1.3301 B85 C16 1.3337 B.121 C.16 1.3373 B.157 C.16 1.3302 B86 C16 1.3338 B.122 C.16 1.3374 B.158 C.16 1.3303 B87 C16 1.3339 B.123 C.16 1.3375 B.159 C.16 1.3304 B88 C16 1.3340 B.124 C.16 1.3376 B.160 C.16 1.3305 B89 C16 1.3341 B.125 C.16 1.3377 B.161 C.16 1.3306 B90 C16 1.3342 B.126 C.16 1.3378 B.162 C.16 1.3307 B91 C16 1.3343 B.127 C.16 1.3379 B.163 C.16 1.3308 B92 C16 1.3344 B.128 C.16 1.3380 B.164 C.16 1.3309 B93 C16 1.3345 B.129 C.16 1.3381 B.165 C.16 1.3310 B94 C16 1.3346 B.130 C.16 1.3382 B.166 C.16 1.3311 B95 C16 1.3347 B.131 C.16 1.3383 B.167 C.16 1.3312 B96 C16 1.3348 B.132 C.16 1.3384 B.168 C.16 1.3313 B97 C16 1.3349 B.133 C.16 1.3385 B.169 C.16 1.3314 B98 C16 1.3350 B.134 C.16 1.3386 B.170 C.16 1.3315 B99 C16 1.3351 B.135 C.16 1.3387 B.171 C.16 1.3316 B.100 C.16 1.3352 B.136 C.16 1.3388 B.172 C.16 1.3317 B.101 C.16 1.3353 B.137 C.16 1.3389 B.173 C.16 1.3318 B.102 C.16 1.3354 B.138 C.16 1.3390 B.174 C.16 1.3319 B.103 C.16 1.3355 B.139 C.16 1.3391 B.175 C.16 1.3320 B.104 C.16 1.3356 B.140 C.16 1.3392 B.176 C.16 1.3321 B.105 C.16 1.3357 B.141 C.16 1.3393 B.177 C.16 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.3394 B178 C.16 1.3430 B13 C17 1.3466 B49 C17 1.3395 B.179 C.16 1.3431 B14 C17 1.3467 B50 C17 1.3396 B.180 C.16 1.3432 B15 C17 1.3468 B.51 C.17 1.3397 B.181 C.16 1.3433 B16 C17 1.3469 B.52 C.17 1.3398 B.182 C.16 1.3434 B17 C17 1.3470 B.53 C.17 1.3399 B.183 C.16 1.3435 B18 C17 1.3471 B.54 C.17 1.3400 B.184 C.16 1.3436 B19 C17 1.3472 B.55 C.17 1.3401 B.185 C.16 1.3437 B20 C17 1.3473 B.56 C.17 1.3402 B.186 C.16 1.3438 B21 C17 1.3474 B.57 C.17 1.3403 B.187 C.16 1.3439 B22 C17 1.3475 B58. C17 1.3404 B.188 C.16 1.3440 B23 C17 1.3476 B59 C17 1.3405 B.189 C.16 1.3441 B24 C17 1.3477 B60 C17 1.3406 B.190 C.16 1.3442 B25 C17 1.3478 B61 C17 1.3407 B.191 C.16 1.3443 B26 C17 1.3479 B62 C17 1.3408 B.192 C.16 1.3444 B27 C17 1.3480 B63 C17 1.3409 B.193 C.16 1.3445 B28 C17 1.3481 B64 C17 1.3410 B.194 C.16 1.3446 B29 C17 1.3482 B65 C17 1.3411 B.195 C.16 1.3447 B30 C17 1.3483 B66 C17 1.3412 B.196 C.16 1.3448 B31 C17 1.3484 B67 C17 1.3413 B.197 C.16 1.3449 B32 C17 1.3485 B68 C17 1.3414 B.198 C.16 1.3450 B33 C17 1.3486 B69 C17 1.3415 B.199 C.16 1.3451 B34 C17 1.3487 B70 C17 1.3416 B.200 C.16 1.3452 B35 C17 1.3488 B71 C17 1.3417 B.201 C.16 1.3453 B36 C17 1.3489 B72 C17 1.3418 B.1 C.17 1.3454 B37 C17 1.3490 B73 C17 1.3419 B.2 C.17 1.3455 B38 C17 1.3491 B74 C17 1.3420 B.3 C.17 1.3456 B39 C17 1.3492 B75 C17 1.3421 B.4 C.17 1.3457 B40 C17 1.3493 B76 C17 1.3422 B.5 C.17 1.3458 B41 C17 1.3494 B77 C17 1.3423 B.6 C.17 1.3459 B42 C17 1.3495 B78 C17 1.3424 B.7 C.17 1.3460 B43 C17 1.3496 B79 C17 1.3425 B.8 C.17 1.3461 B44 C17 1.3497 B80 C17 1.3426 B.9 C.17 1.3462 B45 C17 1.3498 B81 C17 1.3427 B10 C17 1.3463 B46 C17 1.3499 B82 C17 1.3428 B11 C17 1.3464 B47 C17 1.3500 B83 C17 1.3429 B12 C17 1.3465 B48 C17 1.3501 B84 C17 WO 02768 comp. herbi- safe— comp. herbi- safe— comp. herbi- safe- no. cide B ner C no. cide B ner C no. cide B ner C 1.3502 B85 C17 1.3538 B.121 C.17 1.3574 B.157 C.17 1.3503 B86 C17 1.3539 B.122 C.17 1.3575 B.158 C.17 1.3504 B87 C17 1.3540 B.123 C.17 1.3576 B.159 C.17 1.3505 B88 C17 1.3541 B.124 C.17 1.3577 B.160 C.17 1.3506 B89 C17 1.3542 B.125 C.17 1.3578 B.161 C.17 1.3507 B.90 C.17 1.3543 B.126 C.17 1.3579 B.162 C.17 1.3508 B.91 C.17 1.3544 B.127 C.17 1.3580 B.163 C.17 1.3509 B92 C17 1.3545 B.128 C.17 1.3581 B.164 C.17 1.3510 B93 C17 1.3546 B.129 C.17 1.3582 B.165 C.17 1.3511 B94 C17 1.3547 B.130 C.17 1.3583 B.166 C.17 1.3512 B95 C17 1.3548 B.131 C.17 1.3584 B.167 C.17 1.3513 B96 C17 1.3549 B.132 C.17 1.3585 B.168 C.17 1.3514 B97 C17 1.3550 B.133 C.17 1.3586 B.169 C.17 1.3515 B98 C17 1.3551 B.134 C.17 1.3587 B.170 C.17 1.3516 B99 C17 1.3552 B.135 C.17 1.3588 B.171 C.17 1.3517 B.100 C.17 1.3553 B.136 C.17 1.3589 B.172 C.17 1.3518 B.101 C.17 1.3554 B.137 C.17 1.3590 B.173 C.17 1.3519 B.102 C.17 1.3555 B.138 C.17 1.3591 B.174 C.17 1.3520 B.103 C.17 1.3556 B.139 C.17 1.3592 B.175 C.17 1.3521 B.104 C.17 1.3557 B.140 C.17 1.3593 B.176 C.17 1.3522 B.105 C.17 1.3558 B.141 C.17 1.3594 B.177 C.17 1.3523 B.106 C.17 1.3559 B.142 C.17 1.3595 B.178 C.17 1.3524 B.107 C.17 1.3560 B.143 C.17 1.3596 B.179 C.17 1.3525 B.108 C.17 1.3561 B.144 C.17 1.3597 B.180 C.17 1.3526 B.109 C.17 1.3562 B.145 C.17 1.3598 B.181 C.17 1.3527 B.110 C.17 1.3563 B.146 C.17 1.3599 B.182 C.17 1.3528 B.111 C.17 1.3564 B.147 C.17 1.3600 B.183 C.17 1.3529 B.112 C.17 1.3565 B.148 C.17 1.3601 B.184 C.17 1.3530 B.113 C.17 1.3566 B.149 C.17 1.3602 B.185 C.17 1.3531 B.114 C.17 1.3567 B.150 C.17 1.3603 B.186 C.17 1.3532 B.115 C.17 1.3568 B.151 C.17 1.3604 B.187 C.17 1.3533 B.116 C.17 1.3569 B.152 C.17 1.3605 B.188 C.17 1.3534 B.117 C.17 1.3570 B.153 C.17 1.3606 B.189 C.17 1.3535 B.118 C.17 1.3571 B.154 C.17 1.3607 B.190 C.17 1.3536 B.119 C.17 1.3572 B.155 C.17 1.3608 B.191 C.17 1.3537 B.120 C.17 1.3573 B.156 C.17 1.3609 B.192 C.17 WO 02768 comp. herbi- safe— comp. herbi- safe- no. cide8 nerC no. cide8 nerC 1.3610 8.193 C.17 1.3646 8.202 0.10 1.3611 8.194 C.17 1.3647 8.202 C.11 1.3612 8.195 C.17 1.3648 8.202 C.12 1.3613 8.196 C.17 1.3649 8.202 C.13 1.3614 8.197 C.17 1.3650 8.202 C.14 1.3615 8.198 C.17 1.3651 8.202 C.15 1.3616 8.199 C.17 1.3652 8.202 C.16 1.3617 8.200 C.17 1.3653 8.202 C.17 1.3618 8.201 C.17 1.3619 -- 0.1 1.3620 -- 0.2 1.3621 -- 0.3 1.3622 -- 0.4 1.3623 -- 0.5 1.3624 -- 0.6 1.3625 -- 0.7 1.3626 -- 0.8 1.3627 -- 0.9 1.3628 -- 0.10 1.3629 -- C.11 1.3630 -- C.12 1.3631 -- C.13 1.3632 -- C.14 1.3633 -- C.15 1.3634 -- C.16 1.3635 -- C.17 1.3636 8.202 -- 1.3637 8.202 0.1 1.3638 8.202 0.2 1.3639 8.202 0.3 1.3640 8.202 0.4 1.3641 8.202 0.5 1.3642 8.202 0.6 1.3643 8.202 0.7 1.3644 8.202 0.8 1.3645 8.202 0.9 The specific number for each single composition is deductible as follows: Composition 1.200 for example comprises the uracilpyridine 9 and cinmethylin (B.200) (see table 1, entry 1.200; as well as table B, entry B.200).

Composition 2.200 for example comprises the uracilpyridine l.a.109 (see the definition for compositions 2.1 to 2.3653, preferably 2.1 to 2.3635, below) and cinmethylin (B.200) (see table 1, entry 1.200; as well as table B, entry B.200).

Composition 7.200 for example comprises imazapyr (B.35) (see the definition for compositions 7.1 to 7.3653, preferably 7.1 to 7.3635, below), the uracilpyridine l.a.339 and cinmethylin (B.200) (see table 1, entry 1.200; as well as table B, entry B.200).

Also ally preferred are compositions 2.1 to 2.3653, more red 2.1. to 2.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.109).

Also especially preferred are compositions 3.1 to 3.3653, more preferred 3.1. to , which differ from the corresponding itions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.2 as further ide B.

Also especially red are compositions 4.1 to 4.3653, more preferred 4.1. to 4.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they additionally comprise B.8 as further herbicide B.

Also especially preferred are compositions 5.1 to 5.3653, more preferred 5.1. to 5.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B.30 as further herbicide B.

Also especially preferred are compositions 6.1 to 6.3653, more preferred 6.1. to , which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B.32 as further herbicide B.

Also especially red are itions 7.1 to , more preferred 7.1. to 7.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.35 as further herbicide B.

Also especially preferred are compositions 8.1 to 8.3653, more preferred 8.1. to 8.3635, 40 which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.38 as further herbicide B.

Also especially preferred are compositions 9.1 to 9.3653, more preferred 9.1. to 9.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.40 as further herbicide B.

Also especially preferred are compositions 10.1 to 10.3653, more preferred 10.1. to 10.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.51 as further herbicide B.

Also especially red are compositions 11.1 to 11.3653, more preferred 11.1. to 5, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to , only in that they additionally comprise B.55 as further herbicide B.

Also especially preferred are compositions 12.1 to 3, more preferred 12.1. to 12.3635, which differ from the corresponding itions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B.56 as further herbicide B.

Also especially preferred are compositions 13.1 to 13.3653, more preferred 13.1. to 13.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.64 as further herbicide B.

Also especially red are compositions 14.1 to 14.3653, more preferred 14.1. to 14.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B.66 as further herbicide B.

Also especially preferred are compositions 15.1 to 15.3653, more preferred 15.1. to 15.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.67 as further herbicide B.

Also especially preferred are compositions 16.1 to 16.3653, more preferred 16.1. to 16.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.68 as further herbicide B.

Also especially preferred are compositions 17.1 to 17.3653, more preferred 17.1. to 5, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.69 as further herbicide B.

Also especially preferred are compositions 18.1 to 3, more preferred 18.1. to 18.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.73 as further herbicide B.

Also especially preferred are itions 19.1 to 19.3653, more preferred 19.1. to 5, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, WO 02768 only in that they additionally comprise B.76 as further herbicide B.

Also especially preferred are compositions 20.1 to 20.3653, more preferred 20.1. to 20.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally se B.81 as further herbicide B.

Also especially preferred are compositions 21.1 to 21.3653, more preferred 21.1. to 21.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.82 as r herbicide B.

Also especially preferred are compositions 22.1 to 22.3653, more preferred 22.1. to 22.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.85 as r herbicide B.

Also ally preferred are itions 23.1 to 23.3653, more preferred 23.1. to 23.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to , only in that they additionally comprise B.88 as further herbicide B.

Also especially red are compositions 24.1 to 24.3653, more preferred 24.1. to 24.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.89 as further herbicide B.

Also especially preferred are itions 25.1 to 25.3653, more preferred 25.1. to 25.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.94 as further herbicide B.

Also especially red are compositions 26.1 to 26.3653, more preferred 26.1. to 26.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.95 as further herbicide B.

Also especially preferred are compositions 27.1 to 27.3653, more preferred 27.1. to 27.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.98 as further ide B.

Also especially preferred are compositions 28.1 to 28.3653, more preferred 28.1. to 28.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.100 as further herbicide B.

Also especially preferred are itions 29.1 to 29.3653, more preferred 29.1. to 29.3635, 40 which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B.103 as further herbicide B.

WO 02768 Also especially preferred are compositions 30.1 to 3, more preferred 30.1. to 30.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B103 and B67 as further herbicides B.

Also especially preferred are compositions 31.1 to 31.3653, more preferred 31.1. to 5, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B103 and B76 as further herbicides B.

Also especially preferred are compositions 32.1 to 3, more red 32.1. to 32.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B103 and B82 as further herbicides B.

Also especially preferred are compositions 33.1 to 33.3653, more red 33.1. to 33.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B.104 as further herbicide B.

Also especially preferred are compositions 34.1 to 34.3653, more preferred 34.1. to 5, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B104 and B67 as r herbicides B.

Also especially red are compositions 35.1 to 35.3653, more preferred 35.1. to 35.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B104 and B76 as further herbicides B.

Also especially preferred are compositions 36.1 to 36.3653, more preferred 36.1. to 36.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they additionally comprise B104 and B82 as further herbicides B.

Also especially preferred are compositions 37.1 to 37.3653, more preferred 37.1. to 37.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.106 as further herbicide B.

Also especially preferred are compositions 38.1 to 38.3653, more preferred 38.1. to 38.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.107 as further herbicide B.

Also especially preferred are compositions 39.1 to 39.3653, more preferred 39.1. to 39.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B. 107 and B67 as further herbicides B.

Also especially preferred are compositions 40.1 to 40.3653, more preferred 40.1. to 40.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B. 107 and B76 as further herbicides B.

Also especially preferred are compositions 41.1 to 41.3653, more preferred 41.1. to 41.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally se B. 107 and B82 as further ides B.

Also especially preferred are compositions 42.1 to 42.3653, more preferred 42.1. to 42.3635, which differ from the corresponding itions 1.1 to , more preferred 1.1 to 1.3635, only in that they onally comprise B.109 as further herbicide B.

Also especially preferred are itions 43.1 to 43.3653, more preferred 43.1. to 43.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally se B.111 as further herbicide B.

Also ally preferred are compositions 44.1 to 44.3653, more preferred 44.1. to 44.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B111 and B67 as further herbicides B.

Also especially preferred are compositions 45.1 to 3, more preferred 45.1. to 45.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B111 and B76 as further herbicides B.

Also especially preferred are compositions 46.1 to 46.3653, more preferred 46.1. to 46.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B111 and B82 as further herbicides B.

Also especially preferred are compositions 47.1 to 47.3653, more preferred 47.1. to 47.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they additionally comprise B. 116 as r herbicide B.

Also especially preferred are compositions 48.1 to 48.3653, more preferred 48.1. to 48.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B116 and B67 as further herbicides B.

Also especially preferred are compositions 49.1 to 49.3653, more preferred 49.1. to 49.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B116 and B94 as further herbicides B.

Also especially preferred are compositions 50.1 to 50.3653, more preferred 50.1. to 50.3635, 40 which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B116 and B.103 as further herbicides B.

Also especially preferred are compositions 51.1 to 51.3653, more preferred 51.1. to 51.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B116 and B.128 as further herbicides B.

Also especially preferred are itions 52.1 to 52.3653, more red 52.1. to 52.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they additionally comprise B116 and B.104 as further herbicides B.

Also especially preferred are compositions 53.1 to 53.3653, more preferred 53.1. to 53.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B116 and B.107 as further herbicides B.

Also especially preferred are compositions 54.1 to 54.3653, more preferred 54.1. to 54.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally se B116 and B.111 as further herbicides B.

Also especially preferred are compositions 55.1 to 55.3653, more preferred 55.1. to 55.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally se B.122 as further herbicide B.

Also especially preferred are compositions 56.1 to 56.3653, more preferred 56.1. to 56.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.126 as further ide B.

Also especially preferred are compositions 57.1 to 57.3653, more preferred 57.1. to 57.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B.128 as further herbicide B.

Also especially preferred are compositions 58.1 to 58.3653, more preferred 58.1. to 58.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B.131 as further herbicide B.

Also ally preferred are compositions 59.1 to 59.3653, more preferred 59.1. to 59.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.132 as further ide B.

Also especially preferred are compositions 60.1 to 3, more preferred 60.1. to 60.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they onally comprise B.133 as further herbicide B.

Also especially preferred are compositions 61.1 to 3, more preferred 61.1. to 61.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B.135 as further herbicide B.

Also especially preferred are compositions 62.1 to 62.3653, more preferred 62.1. to 62.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to , only in that they additionally comprise B.137 as further herbicide B.

Also especially preferred are compositions 63.1 to 63.3653, more preferred 63.1. to 63.3635, which differ from the corresponding itions 1.1 to , more preferred 11.1 to , only in that they additionally comprise B.138 as further herbicide B.

Also especially preferred are compositions 64.1 to 3, more red 64.1. to 64.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they additionally comprise B.140 as further herbicide B.

Also especially preferred are compositions 65.1 to 3, more preferred 65.1. to 65.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.145 as further herbicide B.

Also especially preferred are compositions 66.1 to 66.3653, more preferred 66.1. to 66.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.153 as further herbicide B.

Also especially preferred are compositions 67.1 to 67.3653, more preferred 67.1. to 67.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they additionally comprise B.156 as further herbicide B.

Also especially preferred are compositions 68.1 to 68.3653, more preferred 68.1. to 68.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.171 as further herbicide B.

Also especially preferred are compositions 69.1 to 69.3653, more preferred 69.1. to 69.3635, which differ from the ponding compositions 1.1 to , more red 1.1 to 1.3635, only in that they additionally comprise B.174 as r herbicide B.

Also especially preferred are compositions 70.1 to 70.3653, more preferred 70.1. to 70.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.a.115).

Also especially preferred are compositions 71.1 to 71.3653, more preferred 71.1. to 71.3635, 40 which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.255).

Also especially preferred are compositions 72.1 to 3, more preferred 72.1. to 72.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.a.277).

Also ally preferred are compositions 73.1 to 73.3653, more red 73.1. to 73.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.283).

Also especially preferred are compositions 74.1 to 74.3653, more preferred 74.1. to 74.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.87).

Also especially preferred are compositions 75.1 to 75.3653, more preferred 75.1. to 75.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of a 61).

Also especially preferred are compositions 76.1 to 3, more preferred 76.1. to 76.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they se as the active nd A the uracilpyridine of formula (l.a.367).

Also especially preferred are compositions 77.1 to 77.3653, more preferred 77.1. to 77.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.87).

Also especially preferred are compositions 78.1 to 78.3653, more preferred 78.1. to 78.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to , only in that they comprise as the active compound A the uracilpyridine of formula (l.h.109).

Also especially preferred are compositions 79.1 to 79.3653, more preferred 79.1. to 5, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.115).

Also especially preferred are compositions 80.1 to 80.3653, more preferred 80.1. to 80.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.h.255).

Also especially preferred are itions 81.1 to 81.3653, more preferred 81.1. to 81.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.277).

Also especially preferred are itions 82.1 to 82.3653, more preferred 82.1. to 82.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.h.283).

Also especially preferred are compositions 83.1 to 83.3653, more preferred 83.1. to 83.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.h.339).

Also especially preferred are compositions 84.1 to 3, more preferred 84.1. to 84.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.361).

Also especially preferred are compositions 85.1 to 85.3653, more preferred 85.1. to 85.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.367).

Also especially preferred are compositions 86.1 to 86.3653, more red 86.1. to 86.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in they comprise as the active compound A the uracilpyridine of formula (l.h.339) and addi- tionally comprise B.2 as further herbicide B.

Also especially preferred are compositions 87.1 to 87.3653, more preferred 87.1. to 87.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.8 as r herbicide B.

Also especially preferred are compositions 88.1 to 88.3653, more preferred 88.1. to 88.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally comprise B.30 as further herbicide B.

Also especially preferred are compositions 89.1 to 89.3653, more preferred 89.1. to 89.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they se as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.32 as r herbicide B.

Also especially red are compositions 90.1 to 90.3653, more preferred 90.1. to 90.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1.1 to 1.3635, only in that they se as the active compound A the uracilpyridine of formula (l.h.339) and 40 additionally comprise 8.35 as r herbicide B.

Also ally preferred are compositions 91.1 to 91.3653, more red 91.1. to 91.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.38 as further herbicide B.

Also especially preferred are compositions 92.1 to 92.3653, more preferred 92.1. to 92.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of a (l.h.339) and additionally comprise B.40 as further herbicide B.

Also especially preferred are compositions 93.1 to 93.3653, more preferred 93.1. to 93.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.51 as further herbicide B.

Also especially red are compositions 94.1 to 94.3653, more preferred 94.1. to 94.3635, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.55 as further herbicide B.

Also especially red are compositions 95.1 to 95.3653, more red 95.1. to 95.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the pyridine of formula (l.h.339) and additionally comprise B.56 as further herbicide B.

Also especially preferred are compositions 96.1 to 96.3653, more preferred 96.1. to 96.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and onally comprise B.64 as further herbicide B.

Also especially preferred are compositions 97.1 to 97.3653, more preferred 97.1. to 97.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.h.339) and additionally comprise B.66 as further herbicide B.

Also especially preferred are itions 98.1 to 98.3653, more preferred 98.1. to 98.3635, which differ from the ponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.67 as further herbicide B. 40 Also especially preferred are itions 99.1 to 99.3653, more preferred 99.1. to 5, which differ from the corresponding compositions 1.1 to , more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.68 as further herbicide B.

Also especially preferred are compositions 100.1 to 100.3653, more preferred 100.1. to 100.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 1 to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.h.339) and additionally comprise B.69 as further ide B.

Also especially preferred are itions 101.1 to 101.3653, more red 101.1. to 101.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to , only in that they comprise as the active nd A the uracilpyridine of formula (l.h.339) and additionally comprise B.73 as further herbicide B.

Also especially preferred are compositions 102.1 to 53, more preferred 102.1. to 102.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635 only in that they comprise as the active nd A the uracilpyridine of formula (l.h.339) and additionally comprise B.76 as further herbicide B.

Also especially preferred are compositions 103.1 to 103.3653, more preferred 103.1. to 103.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (l.h.339) and additionally comprise B.81 as further herbicide B.

Also especially preferred are compositions 104.1 to 104.3653, more preferred 104.1. to , which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.82 as r herbicide B.

Also especially preferred are compositions 105.1 to 105.3653, more preferred 105.1. to 105.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.85 as further herbicide B.

Also especially preferred are compositions 106.1 to 106.3653, more preferred 106.1. to 106.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they se as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.88 as further herbicide B.

Also especially preferred are compositions 107.1 to 107.3653, more preferred 107.1. to 107.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 40 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of a (l.h.339) and additionally comprise B.89 as further herbicide B.

Also especially red are itions 108.1 to 108.3653, more preferred 108.1. to 108.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 1 to 1.3635, only in that they comprise as the active compound A the pyridine of formula (l.h.339) and onally comprise B.94 as r herbicide B.

Also especially preferred are compositions 191.1 to 109.3653, more preferred 109.1. to 109.3635, which differ from the corresponding compositions 1.1 to , more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of a (l.h.339) and additionally comprise B.95 as further herbicide B.

Also especially preferred are compositions 110.1 to 110.3653, more preferred 110.1. to , which differ from the corresponding itions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.98 as further herbicide B.

Also ally preferred are compositions 111.1 to 111.3653, more red 111.1. to 111.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.100 as further herbicide B.

Also especially preferred are compositions 112.1 to 112.3653, more preferred 112.1. to 112.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula 39) and additionally comprise B.103 as further herbicide B.

Also especially preferred are compositions 113.1 to 113.3653, more red 113.1. to 113.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B103 and B67 as further herbicides B.

Also especially preferred are itions 114.1 to 114.3653, more preferred 114.1. to 114.3635, which differ from the ponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B103 and B76 as further herbicides B.

Also especially preferred are compositions 115.1 to 115.3653, more preferred 115.1. to 115.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B103 and B82 as further herbicides B.

Also especially preferred are compositions 116.1 to 116.3653, more red 116.1. to 116.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 1 to 1.3635, only in that they comprise as the active compound A the pyridine of formula (I.h.339) and additionally comprise B.104 as further herbicide B.

Also especially red are compositions 117.1 to 117.3653, more preferred 117.1. to 117.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B104 and B67 as further herbicides B.

Also especially preferred are compositions 118.1 to 118.3653, more preferred 118.1. to 118.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally se B104 and B76 as further herbicides B.

Also especially preferred are itions 119.1 to 119.3653, more preferred 119.1. to 119.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally se B104 and B82 as further ides B.

Also especially preferred are compositions 120.1 to 120.3653, more preferred 120.1. to 120.3635, which differ from the corresponding itions 1.1 to , more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of a (I.h.339) and additionally comprise B.106 as further herbicide B.

Also especially preferred are compositions 121.1 to 121.3653, more preferred 121.1. to 121.3635, which differ from the corresponding compositions 1.1 to 1.3653, more red 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally comprise B.107 as further herbicide B.

Also especially preferred are itions 122.1 to 122.3653, more preferred 122.1. to 35, which differ from the corresponding compositions 1.1 to 1.3653, more red 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B. 107 and B67 as further herbicides B.

Also especially preferred are compositions 123.1 to 123.3653, more preferred 123.1. to 123.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active nd A the uracilpyridine of formula (I.h.339) and additionally comprise B. 107 and B76 as further herbicides B.

Also especially preferred are compositions 124.1 to 124.3653, more preferred 124.1. to 40 124.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B. 107 and B82 as further herbicides B.

Also especially preferred are compositions 125.1 to 125.3653, more preferred 125.1. to 125.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and onally se B.109 as further herbicide B.

Also especially preferred are compositions 126.1 to 126.3653, more preferred 126.1. to 126.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to , only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.111 as further ide B.

Also especially preferred are compositions 127.1 to 127.3653, more preferred 127.1. to 127.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to , only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B111 and B67 as further herbicides B.

Also especially preferred are compositions 128.1 to 128.3653, more preferred 128.1. to 128.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally comprise B111 and B76 as r herbicides B.

Also especially preferred are itions 129.1 to 129.3653, more red 129.1. to 129.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B111 and B82 as r herbicides B.

Also especially preferred are compositions 130.1 to 130.3653, more preferred 130.1. to 130.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally se B. 116 as further herbicide B.

Also especially preferred are compositions 131.1 to 131.3653, more preferred 131.1. to 131.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B116 and B67 as further herbicides B.

Also especially preferred are itions 132.1 to 132.3653, more red 132.1. to , which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 40 (l.h.339) and additionally comprise B116 and B94 as further herbicides B.

Also especially preferred are compositions 133.1 to 133.3653, more preferred 133.1. to 133.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally comprise B116 and B.103 as further herbicides B.

Also especially preferred are compositions 134.1 to 134.3653, more preferred 134.1. to , which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B116 and B.128 as further herbicides B.

Also especially preferred are compositions 135.1 to 135.3653, more preferred 135.1. to , which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B116 and B.104 as further herbicides B.

Also especially preferred are itions 136.1 to 53, more red 136.1. to 136.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to , only in that they se as the active compound A the uracilpyridine of formula (I.h.339) and additionally se B116 and B.107 as further herbicides B.

Also especially preferred are compositions 137.1 to 137.3653, more preferred 137.1. to 137.3635, which differ from the corresponding compositions 1.1 to , more preferred 1. to 1.3635, only in that they comprise as the active compound A the pyridine of formula (I.h.339) and additionally comprise B116 and B.111 as further herbicides B.

Also especially preferred are compositions 138.1 to 138.3653, more preferred 138.1. to 138.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.122 as further herbicide B.

Also especially preferred are itions 139.1 to 139.3653, more preferred 139.1. to 139.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.126 as further herbicide B.

Also especially preferred are compositions 140.1 to 140.3653, more preferred 140.1. to 140.3635, which differ from the corresponding itions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the pyridine of a (I.h.339) and additionally comprise B.128 as further herbicide B. 40 Also especially preferred are itions 141.1 to 141.3653, more preferred 141.1. to 141.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula WO 02768 (I.h.339) and additionally comprise B.131 as r herbicide B.

Also ally preferred are compositions 142.1 to 142.3653, more red 142.1. to 142.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and onally comprise B.132 as further herbicide B.

Also especially preferred are compositions 143.1 to 143.3653, more preferred 143.1. to 143.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.133 as further herbicide B.

Also especially preferred are itions 144.1 to 144.3653, more preferred 144.1. to 144.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.135 as further herbicide B.

Also ally preferred are compositions 145.1 to 145.3653, more preferred 145.1. to 145.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.137 as further herbicide B.

Also especially preferred are compositions 146.1 to 146.3653, more preferred 146.1. to 146.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1 .1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally comprise B.138 as further herbicide B.

Also especially red are itions 147.1 to 53, more preferred 147.1. to 147.3635, which differ from the corresponding itions 1.1 to 1.3653, more red 1. to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.140 as further herbicide B.

Also especially preferred are compositions 148.1 to 148.3653, more preferred 148.1. to 148.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. to 1.3635, only in that they se as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.145 as further ide B.

Also especially preferred are compositions 149.1 to 149.3653, more preferred 149.1. to 149.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1. 40 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I.h.339) and additionally comprise B.153 as further herbicide B.

Also especially preferred are compositions 150.1 to 150.3653, more preferred 150.1. to 150.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula 39) and additionally se B.156 as further herbicide B.

Also especially red are compositions 151.1 to 151.3653, more preferred 151.1. to 151.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.171 as further herbicide B.

Also especially preferred are compositions 152.1 to 152.3653, more preferred 152.1. to 152.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of a (l.h.339) and additionally se B.174 as further herbicide B.

The invention also relates to agrochemical compositions comprising at least an auxiliary and at least one uracilpyridine of formula (I) according to the invention.

An agrochemical composition comprises a pesticidally effective amount of an pyridine of formula (I). The term "effective amount" denotes an amount of the composition or of the com- pounds I, which is sufficient for controlling unwanted plants, especially for controlling unwanted plants in cultivated plants and which does not result in a substantial damage to the treated plants. Such an amount can vary in a broad range and is dependent on various factors, such as the plants to be controlled, the treated cultivated plant or material, the climatic conditions and the specific uracilpyridine of a (I) used.

The pyridines of formula (I), their N-oxides, salts or derivatives can be converted into cus- tomary types of agrochemical compositions, e. 9. ons, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Examples for agrochem- ical composition types are suspensions (e.g. SC, OD, FS), emulsifiable trates (e.g. EC), emulsions (e.g. EW, E0, E8, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g. BR, TB, DT), es (e.g. WG, SG, GR, FG, GG, MG), insecticidal articles (e.g. LN), as well as gel ations for the treatment of plant propagation materials such as seeds (e.g. GF). These and further emical compositions types are defined in the “Catalogue of pesticide formulation types and international coding sys- tem”, cal Monograph No. 2, 6th Ed. May 2008, CropLife International.

The agrochemical compositions are prepared in a known manner, such as bed by Mollet 40 and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or s, New de- velopments in crop protection product formulation, Agrow Reports D8243, T&F lnforma, Lon- don, 2005.

Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, lizers, penetration enhancers, protective colloids, adhe- sion , thickeners, humectants, repellents, attractants, feeding ants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.

Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil frac- tions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal ; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, al- kylated alenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; s; DMSO; ketones, e.g. cyclohexanone; , e.g. lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.

Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, lime- stone, lime, chalk, clays, dolomite, aceous earth, ite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; izers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. ce- real meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.

Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and am- ic surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective col- loid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsifiers & De- tergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).

Suitable anionic tants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures f. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine ates, sulfonates of fatty acids and oils, ates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of con- densed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, uccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid . Examples of phosphates are ate esters. Examples of ylates are alkyl carboxylates, and ylated alcohol or alkylphenol ethoxylates. le nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty 40 acids or fatty acid esters which have been alkoxylated with 1 to 50 lents. Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide. Exam- ples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.

Examples of esters are fatty acid , glycerol esters or monoglycerides. Examples of sugar- based surfactants are sorbitans, ethoxylated sorbitans, sucrose and e esters or al- kylpolyglucosides. Examples of polymeric surfactants are home- or copolymers of vinylpyrroli- done, vinylalcohols, or vinylacetate.

Suitable cationic surfactants are nary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A—B or A—B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A—B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.

Suitable polyelectrolytes are ids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.

Suitable adjuvants are compounds, which have a neglectable or even no pesticidal ty themselves, and which improve the biological mance of the uracilpyridines of a (I) on the target. Examples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports D8256, T&F lnforma UK, 2006, chapter 5.

Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones. le anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.

Suitable anti-foaming agents are nes, long chain alcohols, and salts of fatty acids. le colorants (e.g. in red, blue, or green) are pigments of low water lity and water- soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanofer- rate) and organic nts (e.g. alizarin-, azo- and phthalocyanine colorants).

Suitable tackifiers or binders are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, pol- yacrylates, biological or synthetic waxes, and cellulose .

Examples for agrochemical composition types and their preparation are: i) Water-soluble concentrates (SL, LS) -60 wt% of an uracilpyridine of formula (I) or a idal composition comprising at least one 40 uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C) according to the ion and 5-15 wt% wetting agent (e.g. alcohol lates) are dissolved in water and/or in a water-soluble solvent (e.g. ls) ad 100 wt%. The active substance dissolves upon dilution with water. ii) Dispersible concentrates (DC) -25 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal nds B (component B) and safeners C nent C) according to the invention and 1-10 wt% dispersant (e. g. polyvinylpyrrolidone) are dissolved in organic solvent (e.g. cyclohexanone) ad 100 wt%. Dilution with water gives a sion. iii) fiable concentrates (EC) -70 wt% of an uracilpyridine of a (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and rs C (component C) according to the inven- tion and 5-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in water-insoluble organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%. Dilu- tion with water gives an emulsion. iv) Emulsions (EW, EO, ES) -40 wt% of an pyridine of a (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) nent A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C) according to the inven- tion and 1-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil late) are dissolved in 20-40 wt% water-insoluble organic solvent (e.g. aromatic hydrocarbon). This mixture is introduced into water ad 100 wt% by means of an emulsifying machine and made into a homogeneous emulsion. on with water gives an emulsion. v) Suspensions (SC, OD, FS) In an agitated ball mill, 20-60 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of a (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (compo- nent C)according to the invention are comminuted with addition of 2-10 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol late), 0,1-2 wt% thickener (e.g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance. For FS type composition up to 40 wt% binder (e.g. polyvinylalcohol) is added. vi) Water-dispersible granules and water-soluble granules (WG, SG) 50-80 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C)according to the invention are ground finely with addition of dispersants and g agents (e.g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance. 40 vii) Water-dispersible powders and water-soluble powders (WP, SP, WS) 50-80 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of a (I) nent A) and at least one further compound selected from the herbicidal compounds B nent B) and safeners C (component C) according to the inven- tion are ground in a rotor-stator mill with addition of 1-5 wt% sants (e.g. sodium lignosul- fonate), 1-3 wt% wetting agents (e.g. alcohol ethoxylate) and solid carrier (e.g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance. viii) Gel (GW, GF) In an agitated ball mill, 5-25 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of a (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (compo- nent C) according to the invention are comminuted with addition of 3-10 wt% dispersants (e.g. sodium lignosulfonate), 1-5 wt% thickener (e.g. ymethylcellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance. iv) Microemulsion (ME) -20 wt% of an uracilpyridine of formula (I) or a herbicidal composition sing at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C) ing to the inven- tion are added to 5-30 wt% c t blend (e.g. fatty acid dimethylamide and cyclohexa- none), 10-25 wt% surfactant blend (e.g. alcohol late and arylphenol ethoxylate), and wa- ter ad 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically sta- ble microemulsion. iv) Microcapsules (CS) An oil phase sing 5-50 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) nent A) and at least one further compound ed from the herbicidal compounds B (component B) and rs C - nent C) according to the invention, 0-40 wt% water insoluble organic t (e.g. ic hy- drocarbon), 2-15 wt% acrylic monomers (e.g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective d (e.g. polyvinyl alcohol).

Radical polymerization ted by a radical initiator results in the formation of poly(meth)- acrylate microcapsules. Alternatively, an oil phase comprising 5-50 wt% of an uracilpyridine of formula (I) according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g. diphenylmethene-4,4’-diisocyanate) are dis- persed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). The addition of a polyamine (e.g. hexamethylenediamine) s in the formation of polyurea microcapsules. The monomers amount to 1-10 wt%. The wt% relate to the total CS composition. ix) Dustable powders (DP, DS) 1-10 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C nent C) according to the inven- tion are ground finely and mixed intimately with solid carrier (e.g. finely divided kaolin) ad 100 x) Granules (GR, FG) 40 0.5-30 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C) according to the inven- tion is ground finely and associated with solid carrier (e.g. silicate) ad 100 wt%. Granulation is achieved by extrusion, spray-drying or the fluidized bed. xi) low volume liquids (UL) 1-50 wt% of an uracilpyridine of formula (I) or a herbicidal composition comprising at least one uracilpyridine of formula (I) (component A) and at least one further compound selected from the herbicidal compounds B (component B) and safeners C (component C) according to the invention are dissolved in organic solvent (e.g. aromatic arbon) ad 100 wt%.

The agrochemical compositions types i) to xi) may optionally comprise further auxiliaries, such as 0,1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0,1-1 wt% anti-foaming agents, and 0,1-1 wt% colorants.

The agrochemical compositions and /or herbicidal compositions sing generally com- prise between 0.01 and 95%, preferably between 0.1 and 90%, and in particular between 0.5 and 75%, by weight of the uracilpyridines of formula (I). The uracilpyridines of formula (I) are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).

Solutions for seed treatment (LS), suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble pow- ders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are y employed for the purposes of treatment of plant propagation als, particularly seeds. The agrochemical compositions in question give, after two-to-tenfold dilution, active substance trations of from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-to-use prepa- rations. Application can be carried out before or during .

Methods for applying pyridines of formula (I), agrochemical itions and /or herbicidal compositions thereof, on to plant propagation material, especially seeds, e dressing, coat- ing, pelleting, dusting, soaking and in-furrow application methods of the ation material.

Preferably, uracilpyridines of formula (I), agrochemical compositions and /or idal composi- tions thereof f, tively, are applied on to the plant propagation material by a method such that germination is not d, e. g. by seed dressing, pelleting, coating and dusting.

Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides (e.g. herbicides, icides, fungicides, growth regulators, safeners) may be added to the uracilpyr- idines of formula (I), the agrochemical compositions and/or the herbicidal compositions com- prising them as premix or, if appropriate not until immediately prior to use (tank mix). These agents can be admixed with the agrochemical compositions according to the ion in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1. 40 The user applies the uracilpyridines of formula (I) ing to the invention, the agrochemical compositions and/or the herbicidal compositions comprising them usually from a pre-dosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. Usually, the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition ing to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.

According to one embodiment, either individual components of the agrochemical composition according to the invention or partially premixed components, e. g. components comprising ura- cilpyridines of formula (I) and optionally active substances from the groups B and/or C), may be mixed by the user in a spray tank and further auxiliaries and additives may be added, if appro- priate.

In a further embodiment, individual ents of the agrochemical composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank and further auxiliaries may be added, if appropriate.

In a further ment, either individual components of the agrochemical composition ac- cording to the invention or partially premixed components, e. g components comprising uracilpyridines of formula (I) and optionally active substances from the groups B and/or C), can be applied y (e.g. after tank mix) or consecutively.

The uracilpyridines of a (I) are suitable as herbicides. They are suitable as such, as an appropriately formulated composition (agrochemical composition) or as an herbicidal composition in combination with at least one further compound selected from the herbicidal active compounds B (component B) and safeners C (component C).

The uracilpyridines of formula (I), or the agrochemical compositions and /or idal compositions comprising the uracilpyridines of formula (I), l vegetation on non-crop areas very efficiently, especially at high rates of application. They act against broad-leaved weeds and grass weeds in crops such as wheat, rice, maize, soya and cotton without causing any significant damage to the crop plants. This effect is mainly observed at low rates of application.

The uracilpyridines of formula (I), or the agrochemical compositions and/or the herbicidal com- positions comprising them, are applied to the plants mainly by spraying the leaves. Here, the application can be carried out using, for example, water as carrier by ary spraying techniques using spray liquor amounts of from about 100 to 1000 l/ha (for example from 300 to 400 l/ha). The pyridines of formula (I), or the agrochemical compositions and/or the idal compositions sing them, may also be d by the low-volume or the ultra-low-volume method, or in the form of ranules.

Application of the uracilpyridines of formula (I), or the agrochemical compositions and/or the herbicidal compositions comprising them, can be done before, during and/or after, preferably during and/or after, the emergence of the undesirable plants.

The uracilpyridines of formula (I), or the agrochemical itions and/or the herbicidal com- positions comprising them, can be applied pre-, post-emergence or pre-plant, or together with the seed of a crop plant. It is also possible to apply the uracilpyridines of formula (I), or the ag- ical compositions and/or the herbicidal compositions sing them, by applying seed, pretreated with the uracilpyridines of formula (I), or the agrochemical compositions and/or the herbicidal compositions comprising them, of a crop plant. If the active ingredients are less well tolerated by certain crop , application techniques may be used in which the herbicidal compositions are sprayed, with the aid of the spraying equipment, in such a way that as far as le they do not come into contact with the leaves of the sensitive crop plants, while the active ingredients reach the leaves of undesirable plants growing underneath, or the bare soil e (post-directed, lay-by).

In a further ment, the uracilpyridines of formula (I), or the agrochemical compositions and/or the herbicidal compositions comprising them, can be applied by treating seed. The treatment of seeds comprises essentially all procedures familiar to the person skilled in the art (seed dressing, seed g, seed dusting, seed soaking, seed film g, seed multilayer coating, seed encrusting, seed dripping and seed pelleting) based on the uracilpyridines of formula (I), or the agrochemical compositions and/or the herbicidal compositions prepared therefrom. Here, the herbicidal compositions can be applied diluted or undiluted.

The term “seed” comprises seed of all types, such as, for example, corns, seeds, fruits, tubers, seedlings and similar forms. Here, preferably, the term seed describes corns and seeds.

The seed used can be seed of the useful plants mentioned above, but also the seed of transgenic plants or plants obtained by customary breeding methods.

When employed in plant tion, the s of active substances applied, i.e. the ura- cilpyridines of formula (I), ent B and, if appropriate, component C without formulation auxiliaries, are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, ably from 0.005 to 2 kg per ha, more ably from 0.05 to 1.5 kg per ha and in particular from 0.1 to 1 kg per ha.

In another embodiment of the invention, the application rate of the uracilpyridines of formula (I), component B and, if appropriate, component C, is from 0.001 to 3 kg/ha, preferably from 0.005 to 2.5 kg/ha and in ular from 0.01 to 2 kg/ha of active substance (as).

In another preferred embodiment of the invention, the rates of application of the uracilpyridines of formula (I) according to the present invention (total amount of uracilpyridines of a (l)) are from 0.1 g/ha to 3000 g/ha, preferably 1 g/ha to 1000 g/ha, depending on the control target, the season, the target plants and the growth stage.

In another preferred embodiment of the invention, the application rates of the uracilpyridines of formula (I) are in the range from 0.1 g/ha to 5000 g/ha and preferably in the range from 0.5 g/ha to 2500 g/ha or from 2.5 g/ha to 2000 g/ha.

In another preferred embodiment of the invention, the application rate of the uracilpyridines of formula (I) is 0.1 to 1000 g/ha, preferably 0.5 to 750 g/ha, more preferably 2.5 to 500 g/ha.

The ed application rates of herbicidal compounds B are generally in the range of from 0.0005 kg/ha to 2.5 kg/ha and preferably in the range of from 0.005 kg/ha to 2 kg/ha or 0.01 kg/ha to 1.5 kg/h of as.

The required application rates of safeners C are generally in the range of from 0.0005 kg/ha to 2.5 kg/ha and preferably in the range of from 0.005 kg/ha to 2 kg/ha or 0.01 kg/ha to 1.5 kg/h of In treatment of plant ation materials such as seeds, e. g. by dusting, coating or ing seed, amounts of active substance of from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kilogram of plant propagation material (preferably seeds) are generally required.

In another embodiment of the invention, to treat the seed, the amounts of active substances applied, i.e. the uracilpyridines of formula (I), component B and, if appropriate, component C are generally employed in amounts of from 0.001 to 10 kg per 100 kg of seed.

When used in the protection of materials or stored ts, the amount of active nce d depends on the kind of application area and on the desired . Amounts customarily d in the tion of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.

In case of herbicidal compositions according to the present invention it is immaterial whether the uracilpyridines of formula (I), and the further component B and/or the component C are formu- lated and applied jointly or separately.

In the case of separate application it is of minor importance, in which order the application takes place. It is only necessary, that the uracilpyridines of formula (I), and the further component B and/or the component C are applied in a time frame that allows simultaneous action of the ac- tive ients on the plants, preferably within a time-frame of at most 14 days, in particular at most 7 days.

Depending on the application method in question, the uracilpyridines of formula (I), or the agrochemical compositions and /or idal compositions comprising them, can additionally be employed in a further number of crop plants for eliminating undesirable plants. Examples of suitable crops are the following: Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis, Avena sativa, Beta vulgaris spec. altissima, Beta vulgaris spec. rapa, Brassica napus var. napus, Brassica napus 40 var. napobrassica, Brassica rapa var. silvestris, Brassica oleracea, Brassica nigra, Camellia is, Carthamus tinctorius, Carya illinoinensis, Citrus limon, Citrus sinensis, Coffea a (Coffea canephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium um, (Gossypium arboreum, Gossypium herbaceum, ium vitifolium), Helianthus , Hevea brasiliensis, Hordeum vulgare, s lupulus, lpomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, rsicon lycopersicum, Malus spec., Manihot esculenta, Medicago sativa, Musa spec., Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa, Phaseolus s, lus vulgaris, Picea abies, Pinus spec., Pistacia vera, Pisum sativum, Prunus avium, Prunus persica, Pyrus communis, Prunus armeniaca, Prunus cerasus, Prunus dulcis and Prunus domestica, Ribes sylvestre, Ricinus communis, Saccharum narum, Secale cereale, s alba, m tuberosum, Sorghum bicolor (s. vulgare), Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticale, Triticum durum, Vicia faba, Vitis vinifera and Zea mays.

Preferred crops are Arachis ea, Beta vulgaris spec. altissima, Brassica napus var. napus, Brassica oleracea, Citrus limon, Citrus sinensis, Coffea a (Coffea canephora, Coffea liberica), Cynodon dactylon, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, m e, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spec., Medicago sativa, Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa , Phaseolus lunatus, Phaseolus vulgaris, Pistacia vera, Pisum sativum, Prunus dulcis, Saccharum officinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor (s. vulgare), Triticale, Triticum um, Triticum durum, Vicia faba, Vitis vinifera and Zea mays.

Especially preferred crops are crops of cereals, corn, soybeans, rice, oilseed rape, cotton, potatoes, peanuts or permanent crops.

The uracilpyridines of formula (I) according to the invention, or the agrochemical compositions and /or herbicidal compositions comprising them, can also be used in genetically modified plants. The term “genetically modified plants” is to be understood as plants whose genetic mate- rial has been modified by the use of recombinant DNA techniques to include an inserted se- quence of DNA that is not native to that plant species’ genome or to exhibit a deletion of DNA that was native to that s’ genome, wherein the modification(s) cannot readily be obtained by cross breeding, mutagenesis or natural recombination alone. Often, a particular genetically ed plant will be one that has obtained its genetic modification(s) by inheritance through a natural breeding or propagation process from an ancestral plant whose genome was the one directly treated by use of a recombinant DNA technique. Typically, one or more genes have been integrated into the genetic material of a genetically ed plant in order to improve cer- tain properties of the plant. Such genetic modifications also include but are not limited to target- ed post-translational modification of protein(s), oligo- or polypeptides. e. g., by inclusion n of amino acid mutation(s) that permit, decrease, or promote glycosylation or polymer ons such as prenylation, acetylation farnesylation, or PEG moiety attachment.

Plants that have been modified by breeding, mutagenesis or genetic engineering, e.g. have been ed tolerant to applications of specific classes of ides, such as auxin herbicides such as dicamba or 2,4-D; bleacher herbicides such as hydroxyphenylpyruvate dioxygen- ase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors; acetolactate synthase (ALS) inhibitors such as sulfonyl ureas or imidazolinones; enolpyruvyl shikimate 3-phosphate synthase (EPSP) inhibitors such as glyphosate; glutamine synthetase (GS) inhibitors such as glufosinate; protoporphyrinogen-IX oxidase inhibitors; lipid biosynthesis inhibitors such as acetyl CoA car- boxylase (ACCase) inhibitors; or oxynil (i. e. bromoxynil or ioxynil) herbicides as a result of con- ventional s of breeding or genetic engineering; furthermore, plants have been made resistant to multiple classes of herbicides through multiple genetic modifications, such as re- sistance to both glyphosate and glufosinate or to both glyphosate and a herbicide from r class such as ALS inhibitors, HPPD inhibitors, auxin herbicides, or ACCase tors. These herbicide resistance technologies are, for example, described in Pest Management Science 61, 2005, 246; 61, 2005, 258; 61, 2005, 277; 61,2005, 269; 61, 2005, 286; 64, 2008, 326; 64, 2008, 332; Weed Science 57, 2009, 108; Australian l of Agricultural Research 58, 2007, 708; Science 316, 2007, 1185; and references quoted therein. Several cultivated plants have been ed tolerant to herbicides by mutagenesis and tional methods of breeding, e. g., Clearfield® summer rape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e. g., imazamox, or ExpressSun® sunflowers (DuPont, USA) being tolerant to sulfonyl ureas, e. g., tribenuron. Genetic engineering methods have been used to render cultivated plants such as soybean, cotton, corn, beets and rape, tolerant to herbicides such as sate, oli- nones and glufosinate, some of which are under pment or cially available under the brands or trade names RoundupReady® (glyphosate tolerant, Monsanto, USA), Cul- tivance® (imidazolinone tolerant, BASF SE, Germany) and LibertyLink® (glufosinate tolerant, Bayer CropScience, Germany).

Furthermore, plants are also covered that are by the use of recombinant DNA techniques capa- ble to synthesize one or more icidal proteins, especially those known from the bacterial genus Bacillus, particularly from Bacillus thuringiensis, such as delta-endotoxins, e. g., CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CrylllA, CrylllB(b1) or Cry9c; tive insecticidal pro- teins (VIP), e. g., VlP1, VlP2, V|P3 or VlP3A; insecticidal proteins of bacteria colonizing nema- todes, e. g., Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, such as scorpion toxins, id toxins, wasp toxins, or other insect-specific oxins; toxins pro- duced by fungi, such as omycetes toxins, plant lectins, such as pea or barley s; ag- glutinins; proteinase tors, such as trypsin inhibitors, serine protease inhibitors, patatin, cys- tatin or papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxy—steroid oxidase, ec- dysteroid-lDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or HMG-CoA— reductase; ion channel blockers, such as blockers of sodium or calcium channels; juvenile hor- mone esterase; diuretic hormone receptors (helicokinin ors); stilbene synthase, bibenzyl synthase, chitinases or glucanases. In the context of the present ion these insecticidal proteins or toxins are to be understood expressly also as ing pre-toxins, hybrid ns, truncated or otherwise modified proteins. Hybrid proteins are characterized by a new combina- 40 tion of protein domains, (see, e. g., WO 02/015701). r examples of such toxins or genet- ically modified plants capable of synthesizing such toxins are disclosed, e. g., in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO 03/18810 und WO 03/52073.

The methods for producing such genetically ed plants are generally known to the person d in the art and are described, e. g., in the publications mentioned above. These insecti- WO 02768 cidal proteins contained in the genetically modified plants impart to the plants producing these proteins tolerance to harmful pests from all taxonomic groups of arthropods, especially to bee- tles (Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) and to des (Nematoda). Genetically modified plants capable to size one or more insecticidal proteins are, e. 9., described in the ations mentioned above, and some of which are commercially available such as YieldGard® (corn cultivars ing the Cry1Ab toxin), YieIdGard® Plus (corn cultivars producing Cry1Ab and Cry3Bb1 toxins), Starlink® (corn cultivars producing the Cry9c toxin), Herculex® RW (corn cultivars producing Cry34Ab1, Cry35Ab1 and the enzyme Phosphinothricin-N-Acetyltransferase [PAT]); NuCOTN® 33B (cotton cultivars producing the Cry1Ac toxin), Bollgard®l (cotton cultivars producing the Cry1Ac toxin), Bollgard® ll (cotton cultivars producing Cry1Ac and Cry2Ab2 toxins); VIPCOT® (cotton cultivars producing a VIP- toxin); NewLeaf® (potato cultivars ing the Cry3A toxin); Bt-Xtra®, NatureGard®, Knock- Out®, BiteGard®, Protecta®, Bt11 (e. g., Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivars producing the Cry1Ab toxin and PAT enzyme), M|R604 from Syngenta Seeds SAS, France (corn cultivars producing a ed version of the Cry3A toxin, of WO 03/018810), MON 863 from Monsanto Europe S.A., m (corn cultivars producing the Cry3Bb1 toxin), IPC 531 from to Europe S.A., Belgium (cotton cultivars producing a modified version of the Cry1Ac toxin) and 1507 from Pioneer as Corporation, Belgium (corn cultivars producing the Cry1 F toxin and PAT ).

Furthermore, plants are also covered that are by the use of recombinant DNA techniques capa- ble to synthesize one or more proteins to se the resistance or tolerance of those plants to bacterial, viral or fungal pathogens. Examples of such proteins are the so-called “pathogenesis- related proteins” (PR proteins, see, e.g., EP-A 392 225), plant e resistance genes (e. g., potato culti-vars, which express resistance genes acting against Phytophthora infestans derived from the Mexican wild potato, Solanum bulbocastanum) or T4-lyso—zym (e.g., potato cultivars capable of synthesizing these proteins with increased resistance t bacteria such as Er- winia amylovora). The methods for producing such genetically modi-fied plants are generally known to the person skilled in the art and are described, e.g., in the publications ned above.

Furthermore, plants are also covered that are by the use of recombinant DNA ques capa- ble to synthesize one or more proteins to increase the productivity (e.g., bio-mass production, grain yield, starch content, oil content or protein content), tolerance to drought, salinity or other -limiting environmental factors or tolerance to pests and fungal, ial or viral patho- gens of those plants.

Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of ingredients or new ingredients, specifically to improve human or animal nu- 40 trition, e. g., 0“ crops that produce health-promoting long-chain omega-3 fatty acids or unsatu- rated omega-9 fatty acids (e. g., Nexera® rape, Dow AgroSciences, Canada).

Furthermore, plants are also covered that contain by the use of inant DNA ques a modified amount of ingredients or new ingredients, specifically to improve raw material produc- tion, e.g., potatoes that produce increased amounts of amylopectin (e.g. Amflora® potato, BASF SE, Germany).

Furthermore, it has been found that the uracilpyridines of formula (I) according to the invention, or the agrochemical itions and /or herbicidal itions comprising them, are also suitable for the ation and/or desiccation of plant parts, for which crop plants such as cotton, potato, oilseed rape, sunflower, soybean,field beans, cereals (e.g. wheat, barley, sorghum, millet, oats, rye and triticale), corn and lentils; preferably , potato, oilseed rape, wer, soybean or field beans, in particular cotton, are le. In this regard, agrochemical compositions and /or herbicidal compositions for the desiccation and/or defoliation of plants, processes for preparing these agrochemical compositions and /or herbicidal compositions and methods for desiccating and/or defoliating plants using the uracilpyridines of formula (I) have been found.

As desiccants, the uracilpyridines of formula (I) are particularly suitable for desiccating the above-ground parts of crop plants such as potato, oilseed rape, sunflower and soybean, but also cereals (e.g. wheat, , sorghum, millet, oats, rye and triticale), corn and s. This makes possible the fully mechanical harvesting of these ant crop .

Also of economic interest is to facilitate harvesting, which is made possible by concentrating within a certain period of time the ence, or reduction of adhesion to the tree, in citrus fruit, olives and other species and ies of pernicious fruit, stone fruit and nuts. The same mechanism, i.e. the promotion of the development of abscission tissue between fruit part or leaf part and shoot part of the plants is also essential for the controlled defoliation of useful plants, in particular cotton.

Moreover, a shortening of the time interval in which the individual cotton plants mature leads to an increased fiber quality after harvesting.

Moreover, it has been found, that the uracilpyridines of formula (I), or the agrochemical compositions and /or herbicidal compositions comprising the uracilpyridines of formula (I), very efficiently also control PPO resistant weeds. ingly, the t invention also provides a method for controlling the growth of PPO resistant weeds, which comprises contacting such weeds, parts of it, its propagation material or its habitat with uracilpyridines of formula (I), wherein the PPO resistant weeds are weeds, that are resistant to PPO-inhibiting herbicides except the uracilpyridines of formula (I). 40 The invention particularly relates to a method for controlling PPO resistant weeds in crops which comprises applying uracilpyridines of formula (I) to crops, where said PPO herbicide resistant weeds occur or might occur.

As used herein, the terms “PPO inhibitor”, “PPO inhibitor herbicide”, nhibiting herbicide”, “protoporphyrinogen IX oxidase inhibitor herbicide , protoporphyrinogen IX oxidase-inhibiting herbicide”, “protoporphyrinogen oxidase inhibitor herbicide” and porphyrinogen oxidase- inhibiting ide” are ms and refer to a herbicide that inhibits the enzyme orphy- rinogen oxidase of a plant.

As used herein, the terms “PPO inhibitor herbicide resistant weed”, “PPO-inhibiting herbicide resistant weed”,“PPO inhibitor resistant weed“, “PPO resistant weed”, porphyrinogen IX e inhibitor herbicide resistant weed”, “protoporphyrinogen IX oxidase inhibiting herbicide resistant weed”, “protoporphyrinogen oxidase inhibitor herbicide resistant weed” , and - porphyrinogen oxidase inhibiting herbicide resistant weed” are ms and refer to a plant that, in relation to a treatment with an riate or over-appropriate rate of PPO-inhibiting herbicide application, has inherited, developed or acquired an ability (1) to survive that treatment, if it is one that is lethal to (Le. eradicates) the wild type weed; or (2) to exhibit significant vegetative growth or thrive after that treatment, if it is one that sup- presses groth of the wild-type weed.

Effective weed control is defined as at least 70% weed suppresison or eradication from the crop, or as at least 70% weed plant phototixicty, as determined 2 weeks after treatment.

Thus, PPO resistant weeds are weeds, which are not controlled by the application of PPO inhib- itors except the uracilpyridines of formula (I), whereas the respective sensitive biotype is con- trolled at that use rate.

Here, “not controlled” means that in a visual rating the weed control (herbicidal effect) is < 70 % of weed suppression or eradication as determined 2 weeks after treatment; and “controlled” means that in a visual rating the weed control is > 90 % of weed suppression or eradication as determined 2 weeks after treatment.

Preferably, PPO ant weeds are weeds, which are not controlled (i.e. in a visual rating the weed l is < 70 % of weed suppression or eradication as determined 2 weeks after treat- ment) by the application of PPO-inhibiting herbicides except the uracilpyridines of formula (I).

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or eradication as determined 2 weeks after treatment) by the application of PPO-inhibiting herbicides selected from azafenidin. 40 Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or eradication as determined 2 weeks after ent) by the application of hibiting ides selected from azafenidin, fomesafen and lactofen.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or eradication as determined 2 weeks after treatment) by the application of PPO-inhibiting herbicides selected from fen and lactofen.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed l is < 70 % of weed suppression or eradication as determined 2 weeks after treatment) by the application of PPO-inhibiting herbicides selected from acifluorfen, azafenidin, carfentrazone, flumiclorac, flumioxazin, fomesafen, lactofen, oxadiazon, orfen, pyraflufen and sulfentrazone.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or eradication as determined 2 weeks after treatment) by the application of PPO-inhibiting ides selected from acifluorfen, carfentra- zone, flumiclorac, flumioxazin, fomesafen, lactofen, oxadiazon, oxyfluorfen, pyraflufen and sul- fentrazone.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed ssion or eradication as determined 2 weeks after treatment) by the application rate of 200 g/ha or lower, particularly preferred 100 g/ha or lower, especially preferred 50 to 200 g/ha, more preferred 50 to 100 g/ha, of hibiting herbicides except the pyridines of formula (I), whereas the respective sensitive biotype is controlled (i.e. in a visual rating the weed l is > 90 % of weed sup- pression or eradication as determined 2 weeks after treatment) at that use rate.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or ation as determined 2 weeks after treatment) by the application rate of 200 g/ha or lower, particularly preferred 100 g/ha or lower, especially preferred 50 to 200 g/ha, more preferred 50 to 100 g/ha, of PPO-inhibiting herbicides selected from azafenidin, fomesafen and lactofen, whereas the respective sensitive biotype is controlled (i.e. in a visual rating the weed control is > 90 % of weed suppression or eradication as determined 2 weeks after treatment) at that use rate. 40 Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or eradication as ined 2 weeks after treatment) by the application rate of 200 g/ha or lower, particularly preferred 100 g/ha or lower, especially red 50 to 200 g/ha, more preferred 50 to 100 g/ha, of PPO-inhibiting ides selected from fomesafen and lactofen, whereas the respective sensitive biotype is controlled (i.e. in a visual rating the weed control is > 90 % of weed sup- pression or eradication as determined 2 weeks after treatment) at that use rate.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed suppression or eradication as determined 2 weeks after treatment) by the application rate of 200 g/ha or lower, particularly preferred 100 g/ha or lower, especially preferred 50 to 200 g/ha, more preferred 50 to 100 g/ha, of PPO-inhibiting herbicides selected from acifluorfen, idin, carfentrazone, flumiclorac, flumioxazin, fomesafen, lactofen, oxadiazon, orfen, ufen and sulfentrazone, whereas the respective sensitive biotype is controlled (i.e. in a visual rating the weed control is > 90 % of weed suppression or eradication as determined 2 weeks after ent) at that use rate.

Also preferably, PPO resistant weeds are weeds, which are not controlled (i.e. in a visual rating the weed control is < 70 % of weed ssion or eradication as determined 2 weeks after treatment) by the application rate of 200 g/ha or lower, particularly red 100 g/ha or lower, especially red 50 to 200 g/ha, more preferred 50 to 100 g/ha, of PPO-inhibiting herbicides ed from acifluorfen, carfentrazone, flumiclorac, flumioxazin, fomesafen, lactofen, oxadiazon, oxyfluorfen, pyraflufen and sulfentrazone, whereas the - tive sensitive biotype is controlled (i.e. in a visual rating the weed control is > 90 % of weed suppression or eradication as determined 2 weeks after treatment) at that use rate.

Also preferably PPO-resistant weeds are those classified as being “PPO resistant” and thus listed according to Anonymous: List of herbicide resistant weeds by herbicide mode of action — weeds resistant to PPO-inhibitors (URL: http://www.weedscience.org/summary/MOAaspx ).

Particularly preferred the PPO resistant weeds are selected from the group consisting of Aca- lypha ssp., Amaranthus ssp., Ambrosia ssp., Avena ssp., Conyza ssp., Descurainia ssp., Eu- phorbia ssp. and Senecio ssp.; 40 especially preferred Amaranthus ssp., ia ssp. and Euphorbia ssp.; more preferred Amaranthus ssp. and Ambrosia ssp..

Also particularly red the PPO resistant weeds are selected from the group consisting of Asian copperleaf (Acalypha austra/is), smooth pigweed (Amaranthus hybridus), Palmer ama- ranth (Amaranthus i), redroot pigweed (Amaranthus retroﬂexus), tall/common waterhemp (Amaranthus tuberculatus, Amaranthus rudis, or thus tamariscinus), common ragweed (Ambrosia artemisiifolia), wild oat (Avena , ne (Conyza ambigua), marestail (Conyza Canadensis), ed (Descurainia Sophia), wild poinsettia (Euphorbia heterophyl/a) and east- ern sel (Senecio vernal/s); especially preferred smooth pigweed (Amaranthus hybridus), Palmer amaranth (Amaranthus Palmeri), redroot pigweed (Amaranthus retroﬂexus), tall/common waterhemp (Amaranthus tu- berculatus or Amaranthus rudis), common ragweed (Ambrosia artemisiifolia) and wild poinsettia (Euphorbia heterophylla); more preferred tall/common waterhemp (Amaranthus tuberculatus, Amaranthus rudis or Ama- ranthus tamariscinus) and common ragweed (Ambrosia artemisiifolia).

Most PPO resistant weeds, in particular the biotypes of Amaranthus ulatus, are resistant due to a codon deletion on the nuclear-encoded gene PPX2L that codes for the PPO enzyme which is dual-targeted to the mitochondria and the chloroplasts. This results in a loss of the glycine amino acid in on 210 (see e.g. B. G. Young et al, Characterization of PPO-lnhibitor—Resistant Wa- terhemp (Amaranthus tuberculatus) Response to Soil-Applied PPO-lnhibiting Herbicides, Weed Science 2015, 63, 1).

A second type of mutation, in particular in a resistant biotype of Ambrosia artemisiifolia, was identifiec as a mutation that expressed a R98L change of the PPX2 enzyme (8. L. Rousonelos, R. M. Lee, M.

S. Moreira, M. J. VanGessel, P. J. Tranel, Characterization of a Common Ragweed (Ambrosia arte- misiifolia) Population Resistant to ALS- and PPO-lnhibiting Herbicides, Weed Science 60, 2012, 335- 344.).

Accordingly, preferably PPO-resistant weeds are weeds whose Protox enzyme is resistant to the application of PPO inhibitors due to a mutation that is expressed as a AG210 or R98L change of said Protox enzyme or equivalents to the PPX2L or PPX2 respectively, in particular that is ex- pressed as a AG210 or R98L change of said Protox enzyme.

The preparation of the phenyluracils of formula (I) is illustrated by examples; however, the subject matter of the present invention is not d to the es given. 40 A Preparation examples Example 1: Ethyl 2-[2-[i3-chlor0fluor0[3-methyI-2,6-dioxo(triquoromethyI)pyrimidinyI] pyridyl]oxy]phenoxy]acetate 0 O F3C [\i Y O N N O FII/ CI Example 1.1: o(-2benzyloxyphenoxy))--5chlorofluoro-p-yridine @2193 To a solution of 5.0 g (29 mmol) 3-chloro-2, 5, 6-t-rifluoropyridine (CAS 2879-7)'In 50 mL DMSO was added 2.1 g (33 mmol) NaNs and the on was stirred at room temperature for 3 hours. Then 19.5 g (60 mmol) CS2C03 was added followed by a solution of 6.2 g (31 mmol) 2- (Benzyloxy)phenol) in 40 mL DMSO. The mixture was stirred at room ature for 16 hours, water was added and the e was extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude material (15 g) was used without further purifiction in the next step.

[M+H] = 371.0; Rt = 1.368 min Example 1.2: 2-Amino(2-benzyloxyphenoxy)chlorofluoro-pyridine 2N N 0 To a solution of 15 g of compound 1.1 in THF was added 9.7 g (150 mmol) zinc and 100 mL semi-saturated aq. NH4C| dropwise at 0°C. The mixture was stirred for 16 hours at room temperature, filtered and the filter cake was washed with ethyl e. The filtrate was extracted with ethyl e , the combined organic layer was dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude material was purified by silica gel column (petrol ether/ethyl acetate) to give 8.8 g (25.6 mmol, 88% over 2 steps from 3-chloro-2,5,6-trifluoropyridine) of the desired product 1.2.

[M+H] = 345.0; Rt = 1.232 min Example 1.3: Ethyl N-[6-(2-benzyloxyphenoxy)chlorofluoropyridyl]carbamate \/ O N N H/ \O F / To a solution of 8.8 g (25.6 mmol) of compound 1.2 in 80 ml dichloromethane was added 3 g (38 mmol) ne followed by 4 g (37.5 mmol) ethyl chloroformate. The mixture was d at °C for 20 hours, diluted with water and extracted with dichloromethane. The combined organ- ic layer was washed with brine, dried over anhydrous Na2804 and concentrated to give 14.4 g of a mixture of carbamate 1.3 and the di-substituted derivative. The crude mixture (12.4 g) was dissolved in 200 mL ethanol and aqueous NaOH (1 M) was added dropwise at 0°C with stirring.

The mixture was stirred at 15°C for 6 hours, diluted with brine and extracted with ethyl acetate.

The ed organic layer was dried over anhydrous , filtered and the t was removed under reduced pressure. The crude product was ed by column chromatography on silica (petrol ether/ethyl acetate) to give 6.6 g (15.9 mmol, 62%) of the desired compound [M+H] = 417.1; Rt = 1.293 min Example 1.4: 3-[6-(2-benzyloxyphenoxy)chlorofluoropyridyl](trifluoromethyl)—1H- pyrimidine-2,4-dione F3C N O 0 /\© N N O F / To a solution of 1.7 g (43 mmol) NaH in NMP (N-Methylpyrrolidone) (60 mL) at 0°C was add- ed 6 g (14 mmol) of compound 1.3 and the mixture was stirred for 30 minutes at 35°C. Then 3.9 g (21 mmol) of ethyl (E)amino-4,4,4-trifluoro-butenoate (CAS: 3722) was added and the reaction mixture was stirred at 100°C for 3 days. The resulting mixture was quenched with ice water, acidified to pH=2 by using 6N HCl and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous Na2804, concentrated and directly used in the next step.

[M+H] = 508.0; Rt = 1.240 min e 1.5: 3-[6-(2-benzyloxyphenoxy)chlorofluoropyridyl]—1-methyl uoromethyl)-pyrimidine-2,4-dione T113623 To a solution of 6.5 g (12.8 mmol) of compound 1 .4In 65 mL acetonitrile was added 5.3 g (38 mmol) K2C03 followed by 7.3 g (51 mmol) methy iodide at 0°C with stirring. The mixture was stirred at 15°C for 16 hours, then water (80 mL) was added and the pH was adjusted to pH=5 by using 2N HCI. The mixture was extracted with ethyl acetate, the combined organic layer was washed with brine and dried over anhydrous Na2804, filtered and the solvent was removed un- der d pressure yielding 7 g of the crude product 1.5, which was used without further puri- fication. 1H-NMR (CDCls, ppm): 7.63 (d, J=7.28 Hz, 1 H); 7.21 - 7.25 (m, 4 H); 7.12 - 7.17 (m, 2 H); 6.98 (t, J=7.03 Hz, 3 H); 6.26 (s, 1 H); 4.99 (s, 2 H); 3.47 (s, 3 H).

[M+H] = 522.0; Rt = 1.323 min Example 1.6: 3-[5-Chlorofluoro(2-hydroxyphenoxy)pyridyl]methyl(trif|uoromethyl)- pyrimidine-2,4-dione F3 0 Mil To a solution of 7 g (13.4 mmol) of compound 1. 5'In 70 mL xylene was added 3.6 g (26 mmol) solid AlCls at 15°C with stirring. The mixture was d at 130°C for 16 hours and after cooling to 15°C, ice-water was added to the mixture. After separation of the xylene layer, the water phase was extracted with ethyl acetate, the combined organic layer was dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel (petrol ether/ethyl e) to give 3.2 g (7.4 mmol, 55%) of the desired product 1.6. 1H-NMR (CDCls, ppm): 7.80 (d, J=7.26 Hz, 1H); 7.03 — 7.19 (m, 3H); 6.93 (dt, J=7.68 Hz, J=1.7 Hz, 1H); 6.3 (s, 1H); 5.6 (s, 1H); 3.5 (s, 3H).

[M+H] = 431.9; Rt = 1.077 min Example 1.7: Ethyl 2-[2-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidin yl]pyridyl]oxy]phenoxy]acetate (= example 1) F30 CH3OI NY CH To a solution of 0.2 g (0.46 mmol) of compound 1. 6'In 10 mL dry acetonitrile was added 0. 19 g (1.3 mmol) K2C03 at 0°C followed by se addition of 0.15 g (0.92 mmol) ethyl bromoace- tate. The mixture was stirred at 15°C for 16 hours, diluted with 15 ml water and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous , filtered and the solvent was removed under reduced pressure. The crude product was purified by reversed phase preparative HPLC (acetonitrile/water containing trifluoroacetic acid) to give 0.16 g (0.31 mmol, 67%) of the desired title compound. 1H-NMR , ppm): 7.76 (d, J=7.28 Hz, 1 H); 7.22 (d, J=7.72 Hz, 1 H); 7.17 (t, J=7.83 Hz, 1 H); 6.99 - 7.06 (m, 1 H); 6.88 (d, J=7.94 Hz, 1 H); 6.25 (s, 1 H); 4.49 (s, 2 H); 4.19 (q, J=7.20 Hz, 2 H); 3.47 (s, 3 H); 1.25 (t, J=7.17 Hz, 3 H).

[M+H] = 518.0; Rt = 1.217 min Recrystallization from ethanol provides the title compound in a crystalline form A.

The crystalline form A of example 1 displays a gram with a characteristic melting peak in the range from 96 to 108 °C. The melting point, determined as the onset of the melting peak, typically lies in the range from about 100 to 106 °C. The values quoted here relate to values determined by differential calorimetry rential scanning calorimetry, DSC).

The melting points were determined using DSC with a Mettler Toledo DSC 823e/700/229 . The samples were placed in glas standard pans. The sample size in each case was 1 to 20 mg. The heating rate was 2.50 K/min. The samples were purged with a stream of nitrogen during the experiment. The melting point was determined as the extrapolated peak onset temperature (also called onset temperature) defined by the point of intersection of the tangent at the half height of the melting peak, on the principal side of the peak with the linelarily extrapolated initial base line.

The form A was investigated by powder X-ray diffraction (PXRD). PXRD was d out with a Panalytical X'Pert Pro X-ray diffractometer using CuKo, radiation in tion geometry (Bragg- Brentano). The powder is placed in a silicon single crystal sample holder of 0.2 mm depth and gently and precisely flattened. The tube e is 45 kV and current is 40 mA. The PXRD data are ted at room temperature in the range from 26 =3.0°-40.0° with increments of e.g. 0.0170 and measurement time of 19.7 s/step.

The PXRD pattern is displayed in Figure 1. Characteristic peak positions are listed in table 2: WO 02768 2017/062262 Table 2: Peak positions observed in the PXRD pattern of example 1 in its form A: °G, Cu Kg radiation d [A] .5 i 0.2 16.2 i 0.6 7.4 i 0.2 12.0 i 0.3 7.8 i 0.2 11.4 i 0.3 .0 i 0.2 8.9 i 0.2 .3 i 0.2 8.6 i 0.2 11.2i0.2 7.9i0.1 11.8i0.2 7.5i0.1 17.1 $0.2 5.19i0.06 18.0 i 0.2 4.92 i 0.06 18.8 i 0.2 4.73 i 0.05 19.3 i 0.2 4.59 i 0.05 .9 i 0.2 4.24 i 0.04 21.5i0.2 4.13i0.04 21.9 i 0.2 4.06 i 0.04 23.0 i 0.2 3.87 i 0.04 26.3 i 0.2 3.39 i 0.03 Most prominent peaks are 5.5 i 0.2, 7.4 i 0.2, 7.8 i 0.2, 10.0 i 0.2, 11.2 i 0.2, 17.1 i 0.2, 18.0 i 0.2, 21.5 i 0.2, 21.9 i 0.2 and 26.3 i .

Studies on single ls of form A demonstrate that the underlying crystal structure is triclinic.

The unit cell has the space group P1. The characteristic data of the crystal structure (deter- mined at 100 K) are compiled in the following table 3: Table 3 Parameter Example 1 form A class triclinic space group P1 a 11.1534(8) A b 12.4573(9) A c 16.8546(12) A a 72.960(3)° [3 82.651 (3)° y 83.283(3)° volume 2212.8(3) A3 Z 4 density (calculated) 1.554 g/cm3 wavelength 1.54178 A largest diff peak and hole 0.716 / -0.362 eA-3 a,b,c = unit cell length a,,8,y= unit cell angle Z= number of molecules in the unit cell Example 2: Methyl 2-[2-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidiny|] pyridyl]oxy]phenoxy]methoxy—acetate CH3 H3C\O F3C NY To a solution of 2.5 g (5.8 mmol) of compound 1. 6'In 20 mL dry acetonitrile was added 2.2 g (16 mmol) K2C03 over 10 minutes at 0°C under N2 with stirring. Then 1.4 g (7.5 mmol) of methyl 2- bromomethoxy—acetate (CAS: 51934) was added dropwise to the mixture, which was stirred at 15°C for 16 hours. The reaction e was filtered and the filter cake was washed with ethyl acetate. The filtrate was concentrated and the crude product was purified by reversed phase preparative HPLC (acetonitrile/water containing oroacetic acid) to give 0.97 g (1.8 mmol, 31%) of the d compound 2. 1H-NMR (CDCls, ppm): 7.77 (d, J=7.03 Hz, 1 H); 7.15 - 7.27 (m, 3 H); 7.07 - 7.13 (m, 1 H); 6.24 (s, 1 H); 5.40 (d, J=8.53 Hz, 1 H); 3.70 (s, 3 H); 3.46 (br. s., 3 H); 3.39 (s, 3 H).

[M+H] = 534.1; Rt = 1.233 min Example 3: 2-[2-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidiny|] pyridyl]oxy]phenoxy]acetic acid F 3 C NY A solution of 3.5 g (6. 8 mmol) of ethyl 2--[-2[[3--c-h|oro5-fluoro-[-3methyl--2, 6-dioxo (trifluoromethyl)pyrimidiny|]pyridyl]oxy]phenoxy]acetate (example 1)In 20 ml aqueous conc. HCl and 20 mL of l acetic acid was stirred at 60°C for 3 hours. Water was added and the mixture was extracted with ethyl acetate. The combined organic layer was washed with water and brine, dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure to give 2.3 g (4.7 mmol, 69%) of 2-[2-[[3-chlorofluoro[3-methyl-2,6- dioxo(trifluoromethyl)pyrimidinyl]pyridyl]oxy]phenoxy]acetic acid. 1H-NMR (CDCls, ppm): 7.77 (d, J=7.21 Hz, 1H); 7.15 — 7.25 (m, 2H); 7.06 (dt, J=7.74 Hz, J: 1.46 Hz, 1H); 6.91 (dd, J=8.15 Hz, J: 1.44 Hz, 1H); 6.25 (s, 1H); 4.55 (s, 2H), 3.45 (s, 3H).

[M+H] = 490.0; Rt = 1.189 min Example 4: 2-[2-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidinyl] pyridyl]oxy]phenoxy]-N-methylsulfonyl-acetamide C? H 3 H F30 N O l\|l C H To a solution of 0.7 g (1.5 mmol) 2-[2-[[3-chlorofluoro[3-methyl-2,6-dioxo (trifluoromethyl)pyrimidinyl]pyridyl]oxy]phenoxy]acetic acid in 20 mL dry THF under an Argon atmosphere was added 1.0 g (7.4 mmol) diisopropylethyl amine followed by 0.8 g (3.0 mmol) 2-chloromethyl-pyridinium chloride (CAS: 1122778) and 0.2 g (2.2 mmol) methansulfonamide (CAS: 9-0). The suspension was stirred at room temperature for 16 hours. Then water was added, the mixture was extracted with ethyl acetate, the combined organic layer was washed with water and brine, dried over anhydrous Na2804, ed and the solvent was removed under reduced pressure. The crude t was purified by column chromatography on silica (cyclohexane/ethyl acetate) to give 0.1 g (0.24 mmol, 16%) of the desired product. 1H-NMR (CDCls, ppm): 8.6 (s, 1H); 7.8 (d, 1H); 7.2 — 7.3 (m, 2H); 7.1 (m, 1H); 6.9 (d, 1H); 6.3 (s, 1H); 4.5 (s, 2H); 3.5 (s, 3H); 3.1 (s, 3H).

[M+H] = 567.1; Rt = 1.123 min Example 5: ethyl 2-[2-[l3,5-difIuor0[3-methyI-2,6-dioxo(trifluoromethyl)pyrimidinyI] pyridyl]oxy]phenoxy]acetate F3C N O 003H N N o 0 FU \©/ F Example 5.1: Ethyl (Z)(dimethylcarbamoylamino)—4,4,4-trifluoro-butenoate \N N o F3C J\/U\o/\CH3 To a solution of 104 g (2.73 mol) NaH in 600 mL dry DMF under a N2-atmosphere was added 233 g (2.18 mol) N,N-dimethylcarbamoyl chloride (CAS: 797) dissolved in 200 mL dry DMF dropwise over 1 hour at 0-5°C with stirring. Then 200 g (1.09 mol) ethyl (Z)amino-4,4,4- trifluoro-butenoate (CAS: 3722) dissolved in 200 mL dry DMF was added dropwise at a temperature of 0-5°C over 1 hour with stirring. The mixture was d at room temperature for another 2 hours and then poured into ter. The mixture was extracted with ethyl acetate, the combined organic layer was washed with brine, dried over anhydrous Na2804, ed and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica l ether/ethyl acetate) to give 170 g (0.67 mol, 64%) of the desired product 5.1. e 5.2: 2-(dimethylamino)(trif|uoromethyl)—1,3-oxazinone H 3C /C H 3 To a on of 170 g (0.67 mol) of compound 5.1 in 102 mL POCls was added 139 g (0.67 mol) PCI5 at 0°C in three portions with 15 minutes stirring in between and the mixture was stirred another hour at 0°C. The mixture was then stirred at room temperature for another 3 hours. The reaction mixture was poured into 250 mL ice water and the precipitate was collected via filtration and dried to give 84 g (0.40 mol, 60%) of the desired product 5.2. 1H-NMR (CDCls, ppm): 5.9 (s, 1H); 3.2 (d, J=19.58 Hz, 6H).

[M+H] = 209.1; Rt = 0.980 min Example 5.3: 6-(trifluoromethyl)—3-(3,5,6-trifluoropyridyl)—1H-pyrimidine-2,4-dione A on of 1.5 g (15.2 mmol) 2-amino-3,5,6-trifluoropyridine (CAS 0-7) and 3.1 g (15.2 mmol) of compound 5.2 in 15 mL glacial acetic acid was stirred at 95°C for 16 hours. Then water was added and the mixture was extracted with ethyl e. The combined organic layer was washed with water and brine, dried over ous Na2804, filtered and the solvent was removed under reduced pressure to give 3.9 g (12.5 mmol, 82%) of the desired t 5.3. 1H-NMR (CDClg, ppm): 7.6 (m, 1H); 6.25 (s, 1H).

[M+H] = 312.0; Rt = 0.873 min Example 5.4: 1-methyl(trifluoromethyl)(3,5,6-trifluoropyridyl)pyrimidine-2,4-dione C. H 3 F 3 C N 0 To a solution of 35 g (0.11 mol) of compound 5.3 in 400 mL DMF was added 31 g (0.23 mol) K2003 followed by 32 g (0.23 mol) methyl iodide at 0°C and the mixture was stirred at room temperature for 16 hours. Then water was added, the mixture was extracted with ethyl acetate, the combined organic layer was washed with water and brine, then dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica (petrol ether/ethyl acetate) to give 15 g (46 mmol, 42%) of the desired product 5.4. 1H-NMR (CDCls, ppm): 7.6 (q, J=7.06 Hz, 1H); 6.4 (s, 1H); 3.6 (s, 3H).

[M+H] = 325.9; Rt = 1.058 min Example 5.5: 3-[3,5-Difluoro(2-methoxyphenoxy)pyridyl]—1-methyl (trifluoromethyl)pyrimidine-2,4-dione WO 02768 To a solution of 5 g (0.04 mol) of 2--methoxyphenol (CA8: 90 1) in 400 mL THF was added 6.9 g (0.06 mol) KOtBu at 0°C over 5 minutes with stirring. Then 10 g (31 mmol) of compound .4 was added, the mixture was heated to 80°C for 2 hours and then poured into ice water. The mixture was extracted with ethyl acetate, the combined organic layer was washed with brine, dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure.

The crude product was purified by column chromatography on silica (petrol ether/ethyl acetate) to give 9.3 g (22 mmol, 71%) of the desired product 5.5. 1H-NMR (CDCls, ppm): 7.5 (t, J=7.78 Hz, 1H); 7.2 — 7.3 (m, 2H); 6.9 — 7.0 (m, 2H); 6.3 (s, 1H); 3.7 (s, 3H).

[M+H] = 430.0; Rt = 1.197 min Example 5.6: 3-[3,5-Difluoro(2-hydroxyphenoxy)pyridyl]methy|(trif|uoromethyl)pyrimi- dine-2,4-dione F3C pl N N O FU/ F To a solution of 9 g (20 mmol) of compound 5.5 in 200 mL dichloromethane cooled to -78°C was added 7.9 g (30 mmol) BBrg in 50 mL dichloromethane. The mixture was warmed to room temperature over 5 hours, poured into ice water and extracted with dichloromethane. The ed organic layer was washed with brine, dried over anhydrous Na2804, filtered and the solvent was removed under d pressure to give the desired product 5.6 which was used without further purification in the next step. 1H-NMR (CDCls, ppm): 7.54 (m, 1 H); 7.09 — 7.18 (m, 2H); 7.00 — 7.08 (m, 1 H); 6.87 — 6.96 (m, 1H); 6.3 (s, 1H); 5.7 (br. s., 1H); 3.5 (s, 3H).

[M+H] = 416.0; Rt = 1.117 min Example 5-71 Ethyl 2-[2-[[3,5-difIuor0[3-methyI-2,6-dioxo(trifIuoromethyl)pyrimidinyI] pyridyl]oxy]phenoxy]acetate F3C NY CH To a solution of 9.5 g (22.8 mmol) of compound 5.6'In 300 mL acetonitrile was added 6.3 g (45.7 mmol) K2C03 at 0°C with stirring. Then 7.6 g (45.7 mmol) ethyl bromoacetate (CAS: 105- 36-2) was added and the mixture was stirred at 80°C for 16 hours. Water was added, the mixture was extracted with ethyl acetate, the combined organic layer was dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica (petrol ether/ethyl acetate) and tallized from methyl utyl ether and n-hexanes to give 3.9 g (7.8 mmol, 34%) of the desired product 5.7. 1H-NMR (CDCls, ppm): 7.5 (t, J=7.83 Hz, 1H); 7.2 (d, J=7.50 Hz, 1H); 7.1 — 7.2 (m, 1H); 7.0 (t, J=7.72 Hz, 1H); 6.9 (d, J=8.16 Hz, 1H); 6,3 (s, 1H); 4.5 (s, 1H); 4.2 (q, J=7.13 Hz, 2H); 3.5 (s, 3H); 1.3 (t, J=7.17 Hz, 3H).

[M+H] = 502.2; Rt = 1.221 min Example 6: Ethyl 2-[[3-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidinyl] pyridyl]oxy]pyridyl]oxy]propanoate C ”3 C H F 3 C 2:11:10\NNY 30 To a solution of 0.22 g (1.1 mmol) of ethyl 2--[-(3hydroxypyridyl)oxy]propanoate (CAS: 3532928)'In 4 mL DMSO was added 0.042 g (1.1 mmol) NaH at 15°C. The suspension was stirred for 10 minutes at this ature before 0.3 g (0.88 mmol) 3-(5-chloro-3,6-difluoro pyridyl)methyl(trifluoromethyl)pyrimidine-2,4-dione was added to the mixture at 15°C. The resulting mixture was stirred at 90-100°C for 2 hours, poured into water and ted with ethyl acetate. The combined organic layer was dried over ous Na2804, filtered and the solvent was removed under d pressure. The crude product was purified by reversed phase pre- parative HPLC (acetonitrile/water containing trifluoroacetic acid) to give 0.17 g (0.32 mmol, 36%) of the desired product. 1H-NMR (CDCls, ppm): 7.9 (d, J=4.52 Hz, 1H); 7.8 (d, J=7.28 Hz, 1H); 7.5 (d, J=7.53 Hz, 1H); 6.9 (t, J=5.52 Hz, 1H); 6.3 (d, J=3.26 Hz, 1H);5.0-5.1 (m, 1H); 4.2 (q, J=7.11 Hz, 2H); 3.5 (d, J=4.27 Hz, 3H); 1.4 (d, J=7.03 Hz, 3H); 1.2 (t, J=7.15 Hz, 3H).

Example 7: Ethyl 2-[[3-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidinyl] pyridyl]oxy]pyridyl]oxy]acetate F30 N O o C H Y 0 N N O O I FU / / Example 7.1: Ethyl 2-[[3-[(6-a-z-ido3-chlorofluorop-yridyO|)oxy]---2p-yridyl]oxy]acetate .1158: To a solution of 1.8 g (10.78 mmol) 3-chloro-2,5,6-trifluoropyridine (CAS 2879-7)'In 20 mL DMSO at room temperature was added 0.77 g (11.8 mmol) sodium azide and the mixture was stirred 3 hours at room temperature. Then a suspension of 2.2 g (11.3 mmol) ethyl 2-[(3- hydroxypyridyl)oxy]acetate (CAS: 6) and 7 g (21.5 mmol) Cs2003 in 10 mL DMSO was added to the above mixture in portions. The resulting mixture was stirred at room temperature for 15 hours, diluted with water and extracted with ethyl e. The combined organic layer was washed with brine, dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude product 7.1 was used without further purification in the next step. e 7.2: Ethyl 2-[[3-[(6-aminochlorofluoropyridyl)oxy]pyridyl]oxy]acetate O/\[O]/OVCH To a suspension of 4.8 g (13 mmol) of compound 7.1 and 4.3 g (66 mmol) zinc in 100 mL THF was added dropwise 50 mL semi-saturated aqueous NH4C| solution at 0°C. The mixture was stirred at room temperature for 5 hours, filtered and the filter cake was washed with ethyl acetate. To the filtrate was added 200 mL water, the mixture was extracted with ethyl acetate, the c layer was dried over anhydrous Na2804, ed and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica (petrol ether/ethyl acetate) to give 2.7 g (8 mmol, 61%) of the desired t 7.2. 1H-NMR (CDCls, ppm): 7.9 (dd, J=4.89 Hz, J=1.51 Hz, 1H); 7.4 (d, J=7.39 Hz, 1H); 7.3 (d, J=9.06 Hz, 1H); 6.9 (dd, J=7.65 Hz, J=4.89 Hz, 1H); 4.9 (s, 2H); 4.5 (s, 2H); 4.2 (q, J=7.15 Hz, 2H); 1.25 (t, J=7.15 Hz, 3H).

[M+H] = 428.1; Rt = 1.332 min Example 7.3: Ethyl 2-[[3-[[3-chloro[2,4-dioxo(trifluoromethyl)-1H-pyrimidinyl]—5-fluoro pyridyl]oxy]pyridyl]oxy]acetate F3C CH 2:11:10\NNY A solution of 16 g (47 mmol) of compound 7.2 and 9.8 g (47 mmol) of compound 5.2'In 430 mL glacial acetic acid was d at 80°C for 16 hours. Then 9.8 g (47 mmol) of compound 5.2 was added and the mixture stirred at 80°C for 16 hours. Again 2.9 g (14 mmol) of compound 5.2 was added and the mixture stirred at 80°C for 16 hours. Again 9.8 g (47 mmol) of nd 5.2 was added and the mixture stirred at 80°C for 16 hours. Then water was added, the mixture was extracted with ethyl acetate, the combined organic layer was washed with water and brine, dried over ous Na2804, ed and the solvent was removed under reduced pressure. The crude product 7.3 (23 g, 46 mmol, 97%) was used in the next step without further purification.

Example 7.4: Ethyl 2-[[3-[[3-chlorofluoro[3-methyl-2,6-dioxo(trifluoromethyl)pyrimidin yl]pyridyl]oxy]pyridyl]oxy]acetate F3C CH 2:11:10\NNY To a on of 23 g (46 mmol) of the crude compound 7.3'In 500 mL DMF was added 38 g (275 mmol) K2COs followed by 26.6 g (187 mmol) methyl iodide at 0°C. The reaction mixture was stirred at room ature for 16 hours, then 38 g (275 mmol) K2C03 was added again followed by 26.6 g (187 mmol) methyl iodide and the mixture was again stirred at room temperature for 48 hours. The mixture was poured into water, extracted with ethyl acetate, the combined organic layer was washed with water and brine, dried over anhydrous Na2804, filtered and the solvent was removed under reduced pressure. The crude product was purified by reversed phase preparative HPLC (acetonitrile/water containing trifluoroacetic acid) to give .3 g (19.9 mmol, 43%) of the desired product ethyl 2-[[3-[[3-chlorofluoro[3-methyl-2,6- dioxo(trifluoromethyl)pyrimidinyl]pyridyl]oxy]pyridyl]oxy]acetate. 1H-NMR , ppm): 7.96 (d, J=3.97 Hz, 1H); 7.76 (d, J=7.50 Hz, 1H); 7.49 (d, J=7.06 Hz, 1H); 6.95 (dd, J=7.50 Hz, J=5.29 Hz, 1H); 6.26 (s, 1H) 4.79 (s, 2H); 4.19 (q, J=7.06 Hz, 2H); 3.48 (s, 3H); 1.24 (t, J=7.06 Hz, 3H).

[M+H] = 519.0; Rt = 1.183 min The compounds listed below in tables 4 to 9 can be prepared similarly to the examples mentioned above.

R1 6 7 I 8 F3C N o 1;? 0 >8? 3 N N O O wherein R2 is CF3, n is 1, Q, W, X and Y are 0, and O \ 5 Z is Z, wherein Ra, Rb, RC and Rd are H R4 R Table4 n0 R1 R3 R4 R5 R6 R7 R8 H] Rt [min] 8 CH3 H H CI H H OH 472 1.015 9 CH3 H H CI H H OCH3 486 1.11 CH3 H H CI H H OCH2CH3 500 1.197 11 CH3 H F F H H OH 474 1.004 12 CH3 H F F H H OCH3 488 1.167 13 CH3 H F CI H H NHCH2(CO)OCH3 561 1.086 14 CH3 H F CI H H NHCH2CH2(CO)OCH3 575 1.094 CH3 H F CI CH3 (5) H OCH2CH3 532 1.306 16 CH3 H F CI CH3 (R) H OCH2CH3 532 1.306 17 CH3 H F CN H H OCH2CH3 509 1.212 18 CH3 H H CI OCH3 H OCH3 516 1.155 19 CH3 H H CI CH3 (5) H OCH2CH3 514 1.241 CH3 H H CI CH3 (R) H OCH2CH3 514 1.241 21 CH3 H F F OCH3 H OCH2CH3 532 1.214 22 CH3 H F F CH3 (5) H OCH2CH3 516 1.241 23 CH3 H F F CH3 (R) H OCH2CH3 24 CH3 H F CI CH3 CH3 OCH3 532 1.266 CH3 H F CI F H OCH2CH3 536 1.287 26 CH3 H F CI F CH3 OCH3 536 1.242 27 CH3 H F CI F F OCH2CH3 554 1.239 28 CH3 H F CI SCH3 H OCH3 n0 R1 R3 R4 R5 R6 R7 R8 m/z[M+H] Rt [min] 29 CH3 H F C| SCH3 H OCH2CH3 550 1.248 CH3 H F C| CH20CH3 H OCH3 548 1.195 31 CH3 H F C| COzCH2CH3 H OCH2CH3 590 1.324 32 CH3 H C| C| H H OCH3 33 CH3 H C| C| H H OCH2CH3 534 1.270 34 CH3 H H Br H H OCH2CH3 544 1.199 CH3 H F Br H H 3 564 1.247 36 CH3 H H CF3 H H OCH2CH3 534 1.300 37 CH3 H F CF3 H H OCH2CH3 38 CH3 H H N02 H H OCH2CH3 511 1.165 39 CH3 H F N02 H H OCH2CH3 40 CH3 H H NH2 H H OCH2CH3 481 1.068 41 NH2 H F C| H H OCH3 42 NH2 H F C| H H OCH2CH3 519 1.172 43 CD3 H F C| H H OCH2CH3 521 1.229 44 H H F C| H H OCH2CH3 504 1.180 45 CH3 CH3 F C| H H OCH3 46 CH3 CH3 F C| H H OCH2CH3 532 1.294 47 CH3 H F C| H H OCH3 504 1.186 48 CH3 H F C| H H SCH3 520 1.278 49 CH3 H F C| H H OCH2CECH 528 1.209 50 CH3 H F C| H H OCH2CH=CH2 530 1.251 51 CH3 H F C| H H OCH2CECCH3 542 1.288 52 CH3 H F C| H H OCH2C(CH3)=CH2 544 1.334 53 CH3 H F C| H H OCH2CH2CH3 532 1.319 54 CH3 H F C| H H OCH(CH3)2 532 1.312 55 CH3 H F C| H H OC(CH3)3 56 CH3 H F C| H H OCH2CH(CH3)2 546 1.368 57 CH3 H F C| H H OCH2CH2C| 552 1.242 58 CH3 H F C| H H I2H 588 1.326 59 CH3 H F C| H H OCH2CF2H 554 1.226 60 CH3 H F C| H H O-c-C3H5 61 CH3 H F C| H H O-c-C4H7 544 1.335 62 CH3 H F C| H H O-c-C5H9 558 1.370 63 CH3 H F C| H H H11 572 1.418 64 CH3 H F C| H H O-phenyl 566 1.339 65 CH3 H F C| H H O(oxetany|) 546 1.179 66 CH3 H F C| H H O(tetrahydropyranyl) 574 1.234 67 CH3 H F C| H H OCH2—C-C3H5 544 1.283 68 CH3 H F C| H H OCH2—C-C4H7 558 1.349 69 CH3 H F C| H H OCH2(phenyI) 580 1.322 70 CH3 H F C| H H OCH2(furany|) 570 1.290 WO 02768 no R1 R3 R4 R5 R6 R7 R8 m/z[M+H] Rt [min] 71 CH3 H F C| H H OCH2CH20CH3 548 1.187 72 CH3 H F C| H H OCH2CH20CH2CH3 562 1.234 73 CH3 H F C| H H OCH2CH20CH(CH3)2 576 1.277 74 CH3 H F C| H H OCH2CH2CH20CH3 562 1.253 75 CH3 H F C| H H (OCH3)2 600* 1.216 76 CH3 H F C| H H OCH2CH(OCH2CH3)2 628* 1.302 77 CH3 H F C| H H OCH2C02CH3 562 1.182 78 CH3 H F C| H H OCH(CH3)C02CH3 576 1.257 79 CH3 H F C| H H OCH2C02CH2CH3 576 1.228 80 CH3 H F C| H H OCH2C02CH(CH3)2 590 1.272 81 CH3 H F C| H H NHCH3 503 1.125 82 CH3 H F C| H H N(CH3)2 517 1.135 83 CH3 H F C| H H NHOH 505 0.996 84 CH3 H F C| H H NHOCH3 519 1.096 85 CH3 H F C| H H N(CH3)OCH3 533 1.162 86 CH3 H F CI H H ECH 527 1.153 87 CH3 H F C| H H NHCH2CH2CH2C02CH3 589 1.159 88 CH3 H F C| H H NHSOzCH(CH3)2 89 CH3 H F C| H H NHSOzN(CH3)2 596 1.165 90 CH3 H F C| H H NHSOzN(CH3)CH(CH3)2 *[M+Na] R1 R6 R7 F3C [\1 o 3%]? (3sz N O 0 wherein R2 is CF n , i(s|)1, Q, W, X and Y aie O, and O \ Z is Z, wherein Ra, Rb and RC are H 4 R5 \ Table5 no R1 R3 R4 R5 R6 R7 R8 m/z[M+H] Rt [min] 91 CH3 H F CI H OH 491 1.052 92 NH2 H F C| H H OCHs 93 NH2 H F C| H H OCH2CH3 520 1.156 94 CD3 H F C| H H OCH2CH3 522 1.215 95 CH2CECH H F C| H H OCH2CH3 543 1.215 96 CH3 CH3 F C| H H OCHs 97 CH3 CH3 F C| H H OCH2CH3 533 1.269 98 CH3 H F C| H H NHCH2(CO)OCH3 99 CH3 H F C| H H NHCH2CH2(CO)OCH3 100 CH3 H F C| CH3 (8) H OCH2CH3 no R1 R3 R4 R5 R6 R7 R8 m/z[M+H] Rt [min] 101 CH3 H F C| CH3 (R) H OCH2CH3 102 CH3 H F CN H H OCH2CH3 103 CH3 H H C| CH3 (8) H 3 104 CH3 H H C| CH3 (R) H 3 105 CH3 H F F H H OCH2CH3 503 1.171 106 CH3 H F F CH3 (8) H OCH2CH3 107 CH3 H F F CH3 (R) H OCH2CH3 108 CH3 H F C| CH3 CH3 OCH3 109 CH3 H F C| F H OCH2CH3 110 CH3 H F C| F CH3 OCH3 111 CH3 H F C| F F OCH2CH3 112 CH3 H F C| SCH3 H OCH3 113 CH3 H F C| SCH3 H OCH2CH3 114 CH3 H C| C| H H OCH3 115 CH3 H C| C| H H OCH2CH3 116 CH3 H H Br H H OCH2CH3 117 CH3 H F Br H H OCH2CH3 118 CH3 H H CF3 H H OCH2CH3 119 CH3 H F CF3 H H OCH2CH3 120 CH3 H H N02 H H OCH2CH3 121 CH3 H F N02 H H OCH2CH3 122 CH3 H H NH2 H H OCH2CH3 123 CH3 H F C| H H OCH3 505 1.154 124 CH3 H F C| H H SCH3 125 CH3 H F C| H H OCH2CECH 529 1.201 126 CH3 H F C| H H OCH2CH=CH2 531 1.226 127 CH3 H F C| H H OCH2CECCH3 128 CH3 H F C| H H OCH2C(CH3)=CH2 545 1.305 129 CH3 H F C| H H OCH2CH2CH3 533 1.290 130 CH3 H F C| H H OCH(CH3)2 533 1.282 131 CH3 H F C| H H OC(CH3)3 132 CH3 H F C| H H OCH2CH(CH3)2 547 1.335 133 CH3 H F C| H H OCH2CH2C| 134 CH3 H F C| H H OCH2CCI2H 135 CH3 H F C| H H OCH2CF2H 555 1.255 136 CH3 H F C| H H O-c-C3H5 137 CH3 H F C| H H O-c-C4H7 138 CH3 H F C| H H H9 139 CH3 H F C| H H O-c-CeH11 573 1.395 140 CH3 H F C| H H O-phenyl 141 CH3 H F C| H H O(oxetanyl) 547 1.143 142 CH3 H F C| H H O(tetrahydropyranyl) no R1 R3 R4 R5 R6 R7 R8 m/z [M+H] Rt [min] 143 CH3 H F C| H H OCH2—C—C3H5 545 1.257 144 CH3 H F C| H H OCH2—C—C4H7 559 1.359 145 CH3 H F C| H H OCH2(phenyI) 581 1.330 146 CH3 H F C| H H OCH2(furany|) 147 CH3 H F C| H H OCH2CH20CH3 549 1.174 148 CH3 H F C| H H OCH2CH20CH2CH3 563 1.228 149 CH3 H F C| H H OCH2CH20CH(CH3)2 577 1.272 150 CH3 H F C| H H OCH2CH2CH20CH3 563 1.217 151 CH3 H F C| H H OCH2CH(OCH3)2 579 1.207 152 CH3 H F C| H H OCH2CH(OCH2CH3)2 629* 1.305 153 CH3 H F C| H H OCH2C02CH3 154 CH3 H F C| H H 3)C02CH3 577 1.223 155 CH3 H F C| H H OCH2C02CH2CH3 577 1.220 156 CH3 H F C| H H OCH2C02CH(CH3)2 157 CH3 H F C| H H NHCH3 158 CH3 H F C| H H N(CH3)2 159 CH3 H F C| H H NHOH 160 CH3 H F C| H H NHOCH3 161 CH3 H F C| H H OCH3 162 CH3 H F C| H H NHCH2CECH 163 CH3 H F C| H H NHCH2CH2CH2C02CH3 164 CH3 H F C| H H NHSOzCH3 568 1.052 165 CH3 H F C| H H NHSOzCH(CH3)2 596 1.126 166 CH3 H F C| H H NHSOzN(CH3)2 167 CH3 H F C| H H NHSOzN(CH3)CH(CH3)2 *[M+Na] F3C N R8 Y QWW N N W wherein R1 is CH3, R2 is CF3, I 6 R3, R6 and R7 are H, \ 5 Y 4 His 0, and .

R Z Is Z1, wherein R3, Rb, RC and Rd are H Table 6 no R4 R5 n X Q W n R8 m/z [M+H] Rt [min] 168 H CI 1 S O O 1 OCH3 169 H CI 1 S O O 1 OCH2CH3 516 1.222 170 F F 1 S O O 1 OCH3 171 F F 1 S O O 1 OCH2CH3 172 F CI 1 S O O 1 OCH3 173 F CI 1 S O O 1 OCH2CH3 174 F CI 1 O O S 1 OCHs 175 F CI 1 O O S 1 OCH2CH3 176 F CI 1 O NH O 1 OCHs 177 F CI 1 O NH O 1 OCH2CH3 178 F CI 1 O NCHs O 1 OCHs 179 F CI 1 O NCHs O 1 OCH2CH3 531 1.280 180 F CI 1 O S O 1 OCHs 181 F CI 1 O S O 1 OCH2CH3 182 F CI 1 0 SO 0 1 OCHs 183 F CI 1 0 SO 0 1 OCH2CH3 184 F CI 1 O 802 O 1 OCHs 185 F CI 1 O 802 O 1 OCH2CH3 186 F CI 1 0 CH2 0 1 OCHs 502 1.243 187 F CI 1 0 CH2 0 1 OCH2CH3 188 F CI 2 O NH O 2 OCHs 189 F CI 2 O NH O 2 OCH2CH3 190 F CI 2 O NCHs O 2 OCHs 191 F CI 2 O NCHs O 2 OCH2CH3 192 F CI 2 0 CH2 0 2 OCHs 193 F CI 2 0 CH2 0 2 OCH2CH3 194 F CI 3 O O O 3 OCHs 195 F CI 3 O O O 3 OCH2CH3 546 1.300 W 8 F3C N O R m w. wherein R1. .

IS CH3, R2 IS CF3, / R R3 ,R6 and R7 are H, O | R 4 R0 ni-s1,Q,W,XandYareO,and R Z IS Z1 Table 7 no R4 R5 R8‘ Rb RC Rd R8 m/z [M+H] Rt [min] 196 F CI F H H H OCHs 197 F CI F H H H OCH2CH3 536 1.230 198 F CI H F H H OCHs 199 F CI H F H H 3 536 1.258 200 F CI H H F H OCHs 201 F CI H H F H 3 536 1.258 202 F CI H H H F OCHs 203 F CI H H H F OCH2CH3 536 1.240 204 F CI CI H H H OCHs 205 F CI CI H H H OCH2CH3 no R4 R5 Ra Rb Rc Rd R8 m/z[M+H] Rt [min] 206 F CI H CI H H OCHs 207 F CI H CI H H OCHzCHs 552 1.303 208 F CI H H CI H OCHs 209 F CI H H CI H OCHzCHs 210 F CI H H H CI OCHs 211 F CI H H H CI OCHzCHs 212 F CI CH3 H H H OCHs 213 F CI CH3 H H H OCH20H3 214 F CI H CH3 H H OCHs 215 F CI H CH3 H H OCH20H3 216 F CI H H CH3 H OCHs 217 F CI H H CH3 H OCH20H3 218 F CI H H H CH3 OCHs 219 F CI H H H CH3 OCH20H3 220 F CI CFs H H H OCHs 221 F CI CFs H H H OCH20H3 222 F CI H CFs H H OCHs 223 F CI H CFs H H OCH20H3 224 F CI H H CFs H OCHs 225 F CI H H CFs H OCHchs 586 1.331 226 F CI H H H CFs OCHs 227 F CI H H H CFs 3 | Y (I), N N O O QLRs wherein R1 is CH3, R2 is CF3, l R3 ,R6 and R7 are H, 4 R5 nis1,Q,W,XandYareO,and R Z is Z2, wherein Ra, Rb and RC are H Table 8 no R4 R5 R8 m/z [M+H] Rt [min] 228 F CI OCHzCHs 518 1.267 F30 N o | Y (I), N /N 0 wherein R1 is CH3, R2 is CF3, R3 ,R6 and R7 are H, O H O5 R8 \ nis1,Q,W,XandYareO,and R4 R OW Z is Z3, wherein R8, Rb and RC are H Table 9 no R4 R5 R8 m/z [M+H] Rt [min] 229 F Cl OCH20H3 518 1.256 B Use examples The herbicidal activity of the uracilpyridines of formula (I) was demonstrated by the following greenhouse experiments: The culture containers used were plastic flowerpots containing loamy sand with imately 3.0% of humus as the substrate. The seeds of the test plants were sown separately for each species.

For the pre-emergence treatment, the active ingredients, which had been suspended or emulsified in water, were d directly after sowing by means of finely distributing nozzles.

The containers were irrigated gently to promote germination and growth and subsequently covered with transparent c hoods until the plants had rooted. This cover caused uniform germination of the test plants, unless this had been impaired by the active ingredients.

For the post-emergence treatment, the test plants were first grown to a height of 3 to 15 cm, ing on the plant habit, and only then treated with the active ingredients which had been suspended or emulsified in water. For this purpose, the test plants were either sown directly and grown in the same containers, or they were first grown separately as seedlings and transplanted into the test ners a few days prior to ent.

Depending on the species, the plants were kept at 10 — 25°C or 20 — 35°C, respectively.

The test period extended over 2 to 4 weeks. During this time, the plants were tended, and their response to the individual treatments was evaluated.

Evaluation was carried out using a scale from 0 to 100. 100 means no emergence of the plants, or complete ction of at least the aerial moieties, and 0 means no damage, or normal course of growth. A good herbicidal ty is given at values of at least 70 and a very good herbicidal activity is given at values of at least 85.

The plants used in the greenhouse experiments were of the following species: ALOMY Alopecurus myosuroides AMARE Amaranthus retroflexus At an application rate of 16 g/ha, the compounds 1, 2, 4, 5, 6, 7, 8, 9, 10, 11,12, 13,14, 15,16, 17, 20, 21, 22, 24, 25, 26, 27, 33, 34, 35, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 83, 84, 85, 86, 89, 91,97,125,126,128,129,130,132,135,143,145,147,149,150,151,152,154,165,169, 199, 201, 207, 228 and 229 applied by the post-emergence method, showed very good herbi- cidal activity against AMARE, CHEAL, ECHCG and SETVI.

At an application rate of 16 g/ha, the compounds 18, 82, 87 and 155 applied by the post- emergence method, showed very good herbicidal activity against AMARE, CHEAL and SETVI.

Table 10: Comparison of the herbicidal activity of example 2 of the present invention and com- pound no. 3 known from WO 11/137088 post nce (greenhouse) Example 2 Cmpd no. 3 (WO 11/137088) compound 9H3 H3C~o H 3C~o F30 N o 0 F30 N o o pm oit *0 H p: o *0 H 3 3 0 o it O FUC|v t: O For:CI ation rate [g/ha] 8 8 unwanted plants damages ALOMY 70 40 LOLMU 70 40 MATCH 70 60 application rate [g/ha] 2 2 unwanted plants damages BRADC 80 20 crop plants 25 40 ZEAMX WO 02768 application rate [g/ha] 1 1 unwanted plants damages CH EAL 90 45 The data clearly demonstrate the superior idal activity of the inventive compounds of for- mula l of the t invention over the compounds known from the prior art.

The replacement of the central phenyl ring by a pyridine ring leads not only to a much better herbicidal activity, but also to a much better crop compatability as achieved by the compound known from WO 11/137088.

The control of resistant weeds by the compounds of formula (I) was demonstrated by the follow- ing greenhouse experiment: The culture containers used were plastic flowerpots containing loamy sand with approximately 3.0% of humus as the substrate. The seeds of the test plants were sown separately for each species and/or resistant biotype. For the pre-emergence ent, the active ingredients, which had been suspended or emulsified in water, were applied directly after sowing by means of fine- ly distributing nozzles. The containers were irrigated gently to promote germination and growth and subsequently covered with transparent plastic hoods until the plants had rooted. This cover caused uniform germination of the test plants, unless this had been impaired by the active in- gredients. For the post-emergence treatment, the test plants were first grown to a height of 3 to cm, depending on the plant habit, and only then treated with the active ingredients which had been suspended or emulsified in water. For this purpose, the test plants were either sown di- rectly and grown in the same containers, or they were first grown separately as seedlings and transplanted into the test containers a few days prior to treatment. Depending on the species, the plants were kept at 10 — 25°C or 20 — 35°C, respectively. The test period extended over 2 to 4 weeks. During this time, the plants were tended, and their response to the dual treat- ments was evaluated. The evaluation was carried out by using a scale from 0 to 100. 100 means no emergence of the plants or te ction of at least the above-ground parts, and 0 means no damage, or normal course of growth.

The plants used in the greenhouse experiments were of the following species and biotype: weed no. Bayer code Scientific name Common name e w.1 AMATA Amaranthus Common wa- Sensitive scinus terhemp w.2 AMATA Amaranthus Common wa- PPO resistant biotype 1 that tamariscinus terhemp was shown to contain the AG210 mutation w.3 AMATA thus Common wa- PPO resistant biotype 2 that tamariscinus terhemp was shown to contain the AG210 mutation The results shown in the following table demonstrate that compound 7 and compound 1 have very good activity on both sensitive (w.1) and resistant weeds containing the AG210 mutation (w.2, w.3) whereas the known PPO inhibitor azafenidin shows much weaker control of ant in comparison to sensitive biotypes. herbicide use rate weed control (%) compound w.1 w.2 w.3 1 4 g/ha 100 100 100 1 2 g/ha 88 87 98 7 4 g/ha 100 100 100 7 2 g/ha 93 100 100 azafenidin 4 g/ha 100 78 77 azafenidin 2 g/ha 88 62 77 What is claimed is 1. Uracilpyridines of a (I) ( ) (I), wherein the les have the following meanings: R1 hydrogen, NH2, C1-C6-alkyl or C3-C6-alkynyl; R2 hydrogen, C1-C6-alkyl or C1-C6-haloalkyl; R3 hydrogen or C1-C6-alkyl; R4 H or halogen; R5 halogen, CN, NO2, NH2, CF3 or H2; R6 H, halogen, CN, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3- alkylthio, (C1-C3-alkyl)amino, di(C1-C3-alkyl)amino, C1-C3-alkoxy-C1-C3-alkyl, C1-C3- alkoxycarbonyl; R7 H, halogen, C1-C3-alkyl, C1-C3-alkoxy; R8 OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10 or NR9S(O)2NR10R11, wherein R9 is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C3-C6- haloalkenyl, haloalkynyl, C1-C6-cyanoalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1- C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, di(C1-C6-alkoxy)C1-C6-alkyl, C1-C6-haloC1-C6-alkyl, C3-C6-alkenyloxy-C1-C6-alkyl, C3-C6-haloalkenyloxy-C1-C6- alkyl, C3-C6-alkenyloxy-C1-C6-alkoxy-C1-C6-alkyl, alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6- alkylcarbonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, C1-C6- haloalkoxycarbonyl-C1-C6-alkyl, C3-C6-alkenyloxycarbonyl-C1-C6-alkyl, C3-C6- alkynyloxycarbonyl-C1-C6-alkyl, amino, (C1-C6-alkyl)amino, di(C1-C6- alkyl)amino, (C1-C6-alkylcarbonyl)amino, amino-C1-C6-alkyl, (C1-C6- alkyl)amino-C1-C6-alkyl, di(C1-C6-alkyl)amino-C1-C6-alkyl, aminocarbonyl-C1- C6-alkyl, (C1-C6-alkyl)aminocarbonyl-C1-C6-alkyl, di(C1-C6-alkyl)aminocarbonyl- C1-C6-alkyl, 2R13, wherein R12 and R13 independently of one another are H, C1-C4- alkyl or phenyl; cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-heterocyclyl, C3-C6- heterocyclyl–C1-C6-alkyl , phenyl, phenyl-C1-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14 or a 3- to 7- membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R 12 )-, -N=N-, -C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14 ; wherein R14 is halogen, NO2, CN, C1-C4-alkyl, C1-C4-haloalkyl , C1-C4-alkoxy or C1-C4-alkoxycarbonyl; R10 , R11 independently of one r are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R 12 )-, -N=N-, - C(=O)-, -O- and -S-, and which carbocyclus is optionally substituted with one to four substituents ed from R14 ; n 1 to 3; Q CH2, O, S, SO, SO2, NH or (C1-C3-alkyl)N; W O or S; X NH, NCH3, O or S; Y O or S Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of n, CN, C1-C6-alkyl, haloalkyl, C1-C6-alkoxy, haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a carboxyl group 2. Uracilpyridines of a (I) according to claim 1 wherein R1 is C1-C6-alkyl, R2 is C1-C4- haloalkyl, R3 is H and Y is O. 3. Uracilpyridines of formula (I) ing to claim 1 or 2, wherein R4 is H or F, and R5 is F, Cl, Br or CN. 4. Uracilpyridines of formula (I) according to any of claims 1 to 3, wherein R6 is H, C1-C3-alkyl or C1-C3-alkoxy, and R7 is H.

. Uracilpyridines of formula (I) according to any of claims 1 to 4 wherein R8 is OR9, NR9S(O)2R10 or )2NR10R11, wherein R9 is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C1-C6- alkoxy-C1-C6-alkyl, di(C1-C6-alkoxy)C1-C6-alkyl, C1-C6-alkylcarbonyl-C1-C6- alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl or C3-C6-cycloalkyl-C1-C6-alkyl; and R10, R11 are C1-C6-alkyl. 6. pyridines of formula (I) ing to any of claims 1 to 5 wherein n is 1. 7. Uracilpyridines of a (I) according to any of claims 1 to 6, wherein Q, W and X are O. 8. Uracilpyridines of formula (I) according to any of claims 1 to 7, wherein Z is phenyl or l, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6- haloalkoxy. 9. Acid halides of formula (II) R2 N Y R6 R7 ( ) L1 N N X Q n R3 Z (II), R4 R5 wherein R1, R2, R3, R4, R5, R6, R7, n, Q, W, X, Y and Z are as defined in any of claims 1 to 8, and L1 is halogen.

. Intermediates of formula (int-1) R2 N Y N N X Q R3 Z I1 (int-1), R4 R5 wherein R1, R2, R3, R4, R5, Q, X, Y and Z are as defined in any of claims 1 to 8, and I1 is H or PG, wherein PG is a ting group ed from the group consisting of C1-C6-alkyl, C1-C6-cyanoalkyl, haloalkyl, C1-C6-alkylthio-C1-C4- alkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-C6-alkyl)silyl-C1-C4-alkyl, (tri-C1-C6-alkyl)silyl-C1-C4-alkyoxy-C1-C4- alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C3-C6-cylcloalkyl-C1- C4-alkyl, C5-C6-cycloalkenyl, tetrahydropyranyl, (tri-C1-C6-alkyl)silyl, [(diphenyl )(C1-C4-alkyl)]silyl, formyl, C1-C6-alkyl-carbonyl, C1-C6-alkyl-O- carbonyl, C2-C6-alkenyl-O-carbonyl, [(diphenyl)(C1-C4-alkyl)]silyl-C1-C4- alkyl, phenyl-C1-C4-alkyl, phenylthio-C1-C6-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents selected from the group ting of halogen, CN, NO2, C1-C4-alkyl and C1-C4-alkoxy; including their salts. 11. Intermediates of a (int-2) (int-2), wherein R4, R5, R6, R7, R8, n, Q, W, X, Y and Z are as defined in any of claims 1 to 8, and I2 is H; and I3 is H or C(=Y)L2, wherein Y is O or S, and L2 is C1-C6-alkoxy, C1-C6-alkylthio or aryloxy, wherein the aryl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three substituents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4- alkylthio; or I2 and I3 together with the N-atom, to which they are attached, form a group “YCN”, wherein Y is O or S, or a group “PGN”, which is a protected amine substituent ed from the group consisting of N3, aliphatic or aromatic carbamates, ali- phatic or aromatic amides, N-C1-C6-alkyl-amines, N-aryl-amines or heteroarylamides, including their salts. 12. ediates of formula (int-3) (int-3), wherein R4, Q, X and Z are as defined in any of claims 1 to 8, R5 ia halogen or CN; and PG is a protecting group selected from the group consisting of alkyl, C1-C6-cyanoalkyl, C1-C6-haloalkyl, C1-C6-alkylthio-C1-C4-alkyl, C1-C6- alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy-C1-C4-alkyl, (tri-C1-C6-alkyl)silyl-C1-C4- alkyl, (tri-C1-C6-alkyl)silyl-C1-C4-alkyoxy-C1-C4-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C3-C6-cylcloalkyl-C1-C4-alkyl, C5-C6-cycloalkenyl, tetrahydropyranyl , (tri-C1-C6-alkyl)silyl, [(diphenyl)(C1-C4-alkyl)]silyl, formyl, C1-C6-alkyl-carbonyl, C1-C6-alkyl-O-carbonyl, C2-C6-alkenyl-O-carbonyl, [(diphenyl)(C1-C4-alkyl)]silyl-C1- C4-alkyl, -C1-C4-alkyl, phenylthio-C1-C6-alkyl, phenylcarbonyl, wherein each phenyl ring can be substituted by one to three substituents selected from the group ting of halogen, CN, NO2, C1-C4-alkyl and C1-C4- I2 H; and I3 H or C(=Y)L2, wherein Y is O or S, and L2 is C1-C6-alkoxy, C1-C6-alkylthio or y, wherein the aryl moiety may itself be partly or fully halogenated and/or may be substituted by from one to three substituents from the group of cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy and C1-C4- alkylthio; or I2 and I3 together with the N-atom, to which they are attached, form a group “YCN”, wherein Y is O or S, or a group “PGN”, which is a protected amine substituent selected from the group ting of C1-C6-alkyl-O(CO)NH-, fluorenylmethyl- O(CO)NH-, H(CO)N-, C1-C6-alkyl-(CO)-NH-, C1-C6-haloalkyl-(CO)- NH, N-phthalimide, phenyl-O(CO)NH-, phenyl-C1-C4-alkyl-O(CO)NH-, phenyl-C1-C4-alkyl-NH-, di(phenyl-C1-C4-alkyl)N-, wherein each phenyl ring can be substituted by one to three C1- oxy substituents, including their salts. 13. A herbicidal composition comprising an herbicidally active amount of at least one uracilpyridine of formula (I) as claimed in claim 1 and at least one inert liquid and/or solid carrier and, if appropriate, at least one surface-active substance. 14. A process for the preparation of herbicidal active compositions, which comprises mixing an herbicidally active amount of at least one pyridine of formula (I) as claimed in claim 1 and at least one inert liquid and/or solid r and, if desired, at least one surface-active substance.

. A method of controlling undesired vegetation, which comprises allowing an herbicidally active amount of at least one uracilpyridine of formula (I) as claimed in claim 1 to act on plants, their environment or on seed. 16. The use of the uracilpyridine of formula (I) as claimed in claim 1 as herbicides.

WO 02768 [o] zez'gz [o] 600'EZ ’5‘ [o] L98_‘lZ was R a [o] 8:60: 8 O '6' N ‘63 1 E Figure U) [o] 6l8‘ll [o] vzzw l [o] SSZ‘OL [o] L96'6 2 O O O O O O 0') N 1000 Counts SUBSTITUTE SHEET (RULE 26)