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AR046763A1 - HALOALKEN COMPOUNDS, PROCESS FOR PRODUCTION AND PESTICIDES CONTAINING THEM - Google Patents

HALOALKEN COMPOUNDS, PROCESS FOR PRODUCTION AND PESTICIDES CONTAINING THEM

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Publication number
AR046763A1
AR046763A1 ARP040104640A ARP040104640A AR046763A1 AR 046763 A1 AR046763 A1 AR 046763A1 AR P040104640 A ARP040104640 A AR P040104640A AR P040104640 A ARP040104640 A AR P040104640A AR 046763 A1 AR046763 A1 AR 046763A1
Authority
AR
Argentina
Prior art keywords
alkyl
formula
compound represented
substituted
phenylalkyl
Prior art date
Application number
ARP040104640A
Other languages
Spanish (es)
Original Assignee
Ishihara Sangyo Kaisha
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ishihara Sangyo Kaisha filed Critical Ishihara Sangyo Kaisha
Publication of AR046763A1 publication Critical patent/AR046763A1/en

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    • C07C381/00Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
    • C07C381/06Compounds containing sulfur atoms only bound to two nitrogen atoms
    • C07C381/08Compounds containing sulfur atoms only bound to two nitrogen atoms having at least one of the nitrogen atoms acylated
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    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/20Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
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    • A01N47/24Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
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    • C07C233/49Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
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Abstract

Un pesticida que contiene al compuesto de haloalqueno como principio activo un insecticida que lo contiene para controlar ácaros y nematodos y un método para controlar una peste. Reivindicación 1: Un compuesto de haloalqueno representado mediante la formula (1) o su sal: en la cual cada uno de X1 y X2 es halógeno; Y es alquilo, haloalquilo o fenilo; n es de 0 a 5; L es -C(=B)Q, -C(=B)B'Q, -C(=B)N(D)Q, -N(D)Q, -N(D)C(=B)Q, -N(D)C(=B)B'Q,-N(D)SO2Q, -N=CHQ, -N=C(Q)2,-SO2Q, -SO2N(D)Q o alquilo sustituido con J (el alquilo puede ser adicionalmente sustituido con otros sustituyentes); J es -C(=B)B'Q, -C(=B)N(D)Q, -SO2Q o -SO2N(D)Q; cada uno de G y D es un átomo de hidrógeno, alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenialquelino, alquinilo, haloalquinilo, fenilalquinilo, -C(=B)Q, -C(=B)B'Q, -C(=B)N(G')Q, -SQ, -SO2Q, -SN(G')Q, -SN(G')C(=B)B'Q o -SO2N(G')Q; G' es alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, haloalquinilo o fenilalquinilo; cada uno de A, B y B' es un átomo de oxigeno o un átomo de azufre; Q es alquilo el cual puede estar sustituido, alquenilo el cual puede estar sustituido, alquinilo el cual puede estar sustituido, un grupo hidrocarburo cíclico el cual puede estar sustituido, o un grupo heterocíclico de 5 a 12 miembros (el grupo heterocíclico puede estar sustituido) que contiene un heteroátomo opcional seleccionado entre un átomo de oxigeno, un átomo de azufre y un átomo de nitrógeno. Reivindicación 9: Un proceso para producir un compuesto de haloalqueno representado mediante la formula (1) o su sal: en la cual cada uno de X1 y X2 es halógeno; Y es alquilo, haloalquilo o fenilo; n es de 0 a 5; L es -C(B)Q, -C(=B)B'Q, - C(=B)N(D)Q, -N(D)Q, -N(D)C(=B)Q, -N(D)C(=B)B'Q, -N(D)SO2Q, -N=CHQ, -N=C(Q)2, -SO2Q, -SO2N(D)Q o alquilo sustituido con J (el alquilo puede ser adicionalmente sustituido con otros sustituyentes); J es -C(=B)B'Q, -C(=B)N(D)Q, -SO2Q o -SO2N(D)Q; cada uno de G y D es un átomo de hidrógeno, alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, haloalquinilo, fenilalquinilo, -C(=B)Q, -C(=B)B'Q, -C(=B)N(G')Q, -SQ, -SO2Q, -SN(G')Q, -SN(G')C(=B)B'Q o -SO2N(G')Q; G' es alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, haloalquinilo o fenilalquinilo; cada uno de A, B y B' es un átomo de oxigeno o un átomo de azufre; Q es alquilo el cual puede estar sustituido, alquenilo el cual puede estar sustituido, alquinilo el cual puede estar sustituido, un grupo hidrocarburo cíclico el cual puede estar sustituido, o un grupo heterocíclico de 5 a 12 miembros (el grupo heterocíclico puede estar sustituido) que contiene un heteroátomo opcional seleccionado entre un átomo de oxigeno, un átomo de azufre y un átomo de nitrógeno, que comprende (i) hacer reaccionar un compuesto representado mediante la formula (2) en la cual X1, X2, Y, n y A son según lo definido previamente, con un compuesto representado mediante la formula (3) o su sal: en la cual L y G son según lo definido previamente; o (ii) hacer reaccionar un compuesto representado mediante la formula (4) en la cual X1, X2, Y, n y A son según lo definido previamente, y T es un átomo de oxígeno o un átomo de azufre, con un compuesto representado mediante la formula (3) o su sal en la cual L y G son según lo definido previamente; o (iii) hacer reaccionar un compuesto representado mediante la formula (5) en la cual X1, X2, Y, n, A y T son según lo definido previamente, y Z es alquilo C1-4, con un compuesto representado mediante la formula (3) o su sal en la cual L y G son según lo definido previamente; o (iv) hacer reaccionar un compuesto representado mediante la formula (6) en la cual X1, X2, Y, n, L y A son según lo definido previamente, con un compuesto representado mediante la formula: G1-X3 en la cual G1 es alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, halolquinilo, fenilalquinilo, -C(=B)Q, -C(=B)B'Q, -C(=B)N(G')Q, -SQ, -SO2Q, -SN(G')Q, -SN(G')C(=B)B'Q o -SO2N(G')Q, X3 es halógeno, y B, Q y G' son según lo definido previamente; o (v) hacer reaccionar un compuesto representado mediante la formula (6) en la cual X1, X2, Y, n, L, A son según lo definido previamente, con un compuesto representado mediante la formula: G2-OSO2-U en la cual G2 es alquilo, U es alquilo, haloalquilo, alcoxi, fenilo, fenilo sustituido con halógeno, o fenilo sustituido con alquilo, o (vi) hacer reaccionar un compuesto representado mediante la formula (7) en la cual X1, X2, Y, n, L y G son según lo definido previamente, con un agente tionizante; o (vii) hacer reaccionar un compuesto representado mediante la formula (8) o su sal en la cual X1, X2, Y, n, A, y G son según lo definido previamente, con un compuesto representado mediante la formula CI-E, en la cual E es -C(=B)Q, -C(=B)B'Q, -C(=B)N(D)Q, -SO2Q o -SO2N(D)Q, y D, B, B' y Q son según lo definido previamente, o con un compuesto representado mediante la formula B=C=N-Q (en la cual B y Q son según lo definido previamente).A pesticide that contains the haloalkene compound as an active ingredient, an insecticide that contains it to control mites and nematodes and a method to control a plague. Claim 1: A haloalkene compound represented by formula (1) or its salt: in which each of X1 and X2 is halogen; Y is alkyl, haloalkyl or phenyl; n is 0 to 5; L is -C (= B) Q, -C (= B) B'Q, -C (= B) N (D) Q, -N (D) Q, -N (D) C (= B) Q , -N (D) C (= B) B'Q, -N (D) SO2Q, -N = CHQ, -N = C (Q) 2, -SO2Q, -SO2N (D) Q or alkyl substituted with J (the alkyl can be further substituted with other substituents); J is -C (= B) B'Q, -C (= B) N (D) Q, -SO2Q or -SO2N (D) Q; each of G and D is a hydrogen atom, alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenyl-alkyne, alkynyl, haloalkynyl, phenylalkyl, -C (= B) Q, -C (= B) B'Q, -C (= B) N (G ') Q, -SQ, -SO2Q, -SN (G') Q, -SN (G ') C (= B) B'Q or -SO2N (G') Q; G 'is alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkyl, alkynyl, haloalkynyl or phenylalkyl; each of A, B and B 'is an oxygen atom or a sulfur atom; Q is alkyl which may be substituted, alkenyl which may be substituted, alkynyl which may be substituted, a cyclic hydrocarbon group which may be substituted, or a 5- to 12-membered heterocyclic group (the heterocyclic group may be substituted) which contains an optional heteroatom selected from an oxygen atom, a sulfur atom and a nitrogen atom. Claim 9: A process for producing a haloalkene compound represented by formula (1) or its salt: in which each of X1 and X2 is halogen; Y is alkyl, haloalkyl or phenyl; n is 0 to 5; L is -C (B) Q, -C (= B) B'Q, - C (= B) N (D) Q, -N (D) Q, -N (D) C (= B) Q, -N (D) C (= B) B'Q, -N (D) SO2Q, -N = CHQ, -N = C (Q) 2, -SO2Q, -SO2N (D) Q or alkyl substituted with J ( the alkyl can be additionally substituted with other substituents); J is -C (= B) B'Q, -C (= B) N (D) Q, -SO2Q or -SO2N (D) Q; each of G and D is a hydrogen atom, alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkenyl, alkynyl, haloalkynyl, phenylalkyl, -C (= B) Q, -C (= B) B'Q, -C (= B) N (G ') Q, -SQ, -SO2Q, -SN (G') Q, -SN (G ') C (= B) B'Q or -SO2N (G') Q; G 'is alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkyl, alkynyl, haloalkynyl or phenylalkyl; each of A, B and B 'is an oxygen atom or a sulfur atom; Q is alkyl which may be substituted, alkenyl which may be substituted, alkynyl which may be substituted, a cyclic hydrocarbon group which may be substituted, or a 5- to 12-membered heterocyclic group (the heterocyclic group may be substituted) containing an optional heteroatom selected from an oxygen atom, a sulfur atom and a nitrogen atom, comprising (i) reacting a compound represented by the formula (2) in which X1, X2, Y, n and A are as previously defined, with a compound represented by formula (3) or its salt: in which L and G are as previously defined; or (ii) reacting a compound represented by formula (4) in which X1, X2, Y, n and A are as previously defined, and T is an oxygen atom or a sulfur atom, with a compound represented by the formula (3) or its salt in which L and G are as previously defined; or (iii) reacting a compound represented by the formula (5) in which X1, X2, Y, n, A and T are as previously defined, and Z is C1-4 alkyl, with a compound represented by the formula (3) or its salt in which L and G are as previously defined; or (iv) reacting a compound represented by the formula (6) in which X1, X2, Y, n, L and A are as previously defined, with a compound represented by the formula: G1-X3 in which G1 it is alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkyl, alkynyl, halolquinyl, phenylalkyl, -C (= B) Q, -C (= B) B'Q, -C (= B) N (G ') Q, -SQ, -SO2Q, -SN (G ') Q, -SN (G') C (= B) B'Q or -SO2N (G ') Q, X3 is halogen, and B, Q and G' are according previously defined; or (v) reacting a compound represented by the formula (6) in which X1, X2, Y, n, L, A are as previously defined, with a compound represented by the formula: G2-OSO2-U in the which G2 is alkyl, U is alkyl, haloalkyl, alkoxy, phenyl, halogen substituted phenyl, or alkyl substituted phenyl, or (vi) reacting a compound represented by the formula (7) in which X1, X2, Y, n, L and G are as previously defined, with a thionizing agent; or (vii) reacting a compound represented by the formula (8) or its salt in which X1, X2, Y, n, A, and G are as previously defined, with a compound represented by the formula CI-E, in which E is -C (= B) Q, -C (= B) B'Q, -C (= B) N (D) Q, -SO2Q or -SO2N (D) Q, and D, B, B 'and Q are as previously defined, or with a compound represented by the formula B = C = NQ (in which B and Q are as previously defined).

ARP040104640A 2003-12-25 2004-12-13 HALOALKEN COMPOUNDS, PROCESS FOR PRODUCTION AND PESTICIDES CONTAINING THEM AR046763A1 (en)

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