IL41581A - Compositions for controlling fungus diseases in plants and some novel 2-cyano-2-hydroxyiminoacetamides therefor - Google Patents
Compositions for controlling fungus diseases in plants and some novel 2-cyano-2-hydroxyiminoacetamides thereforInfo
- Publication number
- IL41581A IL41581A IL41581A IL4158173A IL41581A IL 41581 A IL41581 A IL 41581A IL 41581 A IL41581 A IL 41581A IL 4158173 A IL4158173 A IL 4158173A IL 41581 A IL41581 A IL 41581A
- Authority
- IL
- Israel
- Prior art keywords
- carbon atoms
- composition
- cyano
- alkyl
- hydrogen
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
- C07C275/48—Y being a hydrogen or a carbon atom
- C07C275/50—Y being a hydrogen or an acyclic carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (26)
1. A composition useful for controlling fungus disease in plants consisting essentially of an inert diluent and a compound of the formula * 1 R - O - N - C - CR in R is hydrogen; alkyl of 1 to 13 carbon atoms; alkvl of 1 to 13 carbon atoms substituted with alkoxycarbonyl of 2 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkaroyloxy of 2 to 4 carbon atoms or cyano; alkanoyl of 1 to 4 carbon atoms; alkoxycarbonyl of 2 to 1 carbon atoms aralkyl of 7 to 10 carbon atoms; or a metal · selected from the group consisting of sodium, potassium, calcium, manganese, copper and iron: R^ is alkoxy of 1 to 4 carbon atoms or -NRaRaj R2 is hydrogen, alkyl of 1 to carbon atoms, alkoxy- carbonyl of 2 to carbon atoms or -CN ; Rj is hydrogen or alkyl of 1 to 4 carbon atoms with the proviso that R-j is H wh n R2 is alkoxycarbonyl 41581/3 ^ is hydrogen or alkyl of 1 to carbon atoms; ' ^ Is hydrogen or alkyl of 1 to carbon atoms; and X is oxygen or sulfur. ' ,
2. The composition of Claim 1 wherein X is oxygen; R is hydrogen, alkyl of 1 to 1J> carbon atoms, alkanoyl of 1 to 4 carbon atoms, alkoxycarbonyl of 2 to carbon atoms, or a metal selected from the group consisting of sodium, potassium, cal- cium, manganese, zinc, copper, and Iron; and R1 is -NHa, ' 0 II NHCH3 or -NHC- Ha .
3. · The composition of Claim 2 wherein R is hydrogen, alkyl of 1 to 13 carbon atoms, or acetyl.
4. • 4. The composition of Claim 2 wherein R is hydrogen and R^ is NH^, 2-cyano-2-hydroximinoacetamide .
5. The composition of Claim 2 wherein R is methyl an R^ is Νϊ^, 2-cyano-2-methoxyiminoacetanu.de .
6. The composition of Claim 2 wherein R is methyl H 0 and R^ is - -CNI^, N-carbamoyl-2-cyano-2-methoxyiminoacetamide .
7. The composition of Claim 2 wherein R is acetyl, and R^ is -NHCH^ , 2-acetoxyimino-2-cyano-N-methylacetamide .
8. The composition of any one of Claims 1 to 7 containing an adjuvant selected from the group consisting of surfactants, water soluble film-forming polymers, humectants and non-phytotoxic oils.
9. A method of controlling fungus disease in plants consisting essentially of applying to the locus to be protected an effective amount of the composition of Claim 1. 41581/2
10. A method of controlling fungus disease in plants consisting essentially of applying to the locus to be protected an effective amount of the composition of Claim 2.
11. A method of controlling fungus diseases in plants consisting essentially of -applying to the locus to be protected an effective amount of the composition of Claim 3.
12. A method of controlling fungus disease in plants consisting essentially of applying to the locus to be protected an effective amount of the composition of Claim 4.
13. A method of controlling fungus disease in plants, consisting essentially of applying to the locus to be protected an effective amount of the composition of Claim 5.
14. . 14. A method of controlling fungus disease in plants consisting essentially of applying to the locus to be protected an effective amount of the composition of Claim 6.
15. A method of controlling fungus disease in plants consisting essentially of applying to the locus to be protected an effective amount of the composition of Claim 7.
16. The method of Claim 9 wherein £he composition contains the compound 2-cyano-2-hydroxyiminoacetamide, sodium salt.
17. The method of Claim 9 wherein the composition contains the compound 2-cyano-2-methoxyimino-N-methyl-carbamoylacetamide .
18. The method of Claim 9 wherein the composition contains the compound 2-cyano-N-ethylcarbamoyl-2-lfiethoxyiminoacetamide.
19. The method of Claim 9 wherein the composition contains the compound 2-cyano-2-ethoxyimino-N-ethylcarbamoyl-acetamide.
20. The method of Claim 9 wherein the composition 41531/3 contains the compound 2-cyano-2-methoxyimino-N-propylcarbamoyl- acetamide.- ■ -
21. A compound of the formula wherein R^ is hydrogen or alkyl of 1 to carbon atoms; RJ Is hydrogen or alkyl of 1 to 4 carbon atoms; Rg Is alkyl of 1 to 13 carbon atoms; alkyl of 1 to 13 carbon atoms substituted with alkoxy- carbonyl of 2 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkanoyloxy of 2 to 4 carbon atoms or cyano; alkanoyl of 1 to 4 carbon atoms; or aralkyl of 7 to 10 carbon atoms.
22. The compound of Claim 21 where R^ and ^ are hydrogen and Rg is methyl , N-carbamoyl-2-cyano-2-methoxy-iminoacetamide .
23. 2~Cyano-2-methoxyimino-N-methylcar"bamoylacetamide .
24. 2-Cyano-2-methoxyimino-N-ethylcarbamoylacetamide.
25. 2-Cyano-2-ethoxyimino-N-ethylcarbamoylacetamide .
26. 2-Cyano-2-methoxyimino-N-propylcarbamoylacetamide.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IL46731A IL46731A (en) | 1973-02-19 | 1975-02-28 | N-carbamoyl-2-osyiminoactamides and their use for controlling fungus disease in plants |
IL50444A IL50444A (en) | 1973-02-19 | 1976-09-09 | 2-cyano-n-substituted carbamolyl-2-alkoxy-imino-acetamide derivatives,their preparation and their use as fungicides |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US23499772A | 1972-03-15 | 1972-03-15 | |
US33045773A | 1973-02-07 | 1973-02-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
IL41581A0 IL41581A0 (en) | 1973-04-30 |
IL41581A true IL41581A (en) | 1976-09-30 |
Family
ID=26928470
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL41581A IL41581A (en) | 1972-03-15 | 1973-02-19 | Compositions for controlling fungus diseases in plants and some novel 2-cyano-2-hydroxyiminoacetamides therefor |
Country Status (17)
Country | Link |
---|---|
JP (1) | JPS5828243B2 (en) |
AR (1) | AR208496A1 (en) |
AU (1) | AU474556B2 (en) |
CA (1) | CA1040530A (en) |
CH (1) | CH570106A5 (en) |
CS (1) | CS190387B2 (en) |
DD (1) | DD105112A5 (en) |
DE (1) | DE2312956A1 (en) |
EG (1) | EG10809A (en) |
FR (1) | FR2187224B1 (en) |
GB (2) | GB1425622A (en) |
HU (1) | HU167737B (en) |
IL (1) | IL41581A (en) |
IT (1) | IT979609B (en) |
PH (1) | PH16838A (en) |
SU (1) | SU736856A3 (en) |
ZA (1) | ZA731111B (en) |
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IE38344B1 (en) * | 1972-10-13 | 1978-02-15 | Ciba Geigy Ag | Cyano-hydroxyimino-acetamide derivatives as plant growth regulants and fungicides |
ZA757990B (en) | 1975-01-30 | 1976-12-29 | Du Pont | Stabilized formulations of 2-alkoxyiminon-carbamoyl-2-cyanoacetamides |
DK333276A (en) * | 1975-09-11 | 1977-03-12 | Du Pont | FUNGICIDE, SUBSTITUTED 2-CYANOACET AMID DERIVATIVES |
DE2552867A1 (en) * | 1975-11-25 | 1977-06-02 | Du Pont | Fungicide compsn. - contg. (2)-cyano-(N)-ethyl-carbamoyl-(2)-methoxy-imino-acetamide |
JPS5266631A (en) * | 1975-12-02 | 1977-06-02 | Du Pont | Combined germicide |
US4178383A (en) | 1976-05-28 | 1979-12-11 | Bayer Aktiengesellschaft | Fungicidally active oxime-ethers of isonitrosocyanoacetamides |
US4188401A (en) | 1977-06-04 | 1980-02-12 | Bayer Aktiengesellschaft | Combating fungi with 1-(ω-substituted pentyl)-3-(2-cyano-acetyl)-ureas |
AT365410B (en) * | 1978-08-31 | 1982-01-11 | Ciba Geigy Ag | AGENT FOR THE PROTECTION OF CULTIVATED PLANTS FROM AGGRESSIVE VEGETABLES |
BE870067A (en) * | 1978-09-04 | 1979-02-28 | Ciba Geigy | OXIME DERIVATIVES FOR CROP PROTECTION |
DE3041998A1 (en) | 1980-11-07 | 1982-06-09 | Bayer Ag, 5090 Leverkusen | PYRAZOLE-SUBSTITUTED OXIMINO-CYAN-ACETAMIDE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES |
JPS5848782U (en) * | 1981-09-24 | 1983-04-01 | 津田駒工業株式会社 | Main nozzle for fluid jet looms |
CH654979A5 (en) * | 1982-01-26 | 1986-03-27 | Sandoz Ag | FUNGICIDES AND THEIR USE. |
DE3206235A1 (en) * | 1982-02-20 | 1983-09-01 | Bayer Ag, 5090 Leverkusen | SUBSTITUTED OXIMINOACETANILIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PEST CONTROL |
DE3222961A1 (en) * | 1982-06-19 | 1983-12-22 | Bayer Ag, 5090 Leverkusen | AZOL SUBSTITUTED OXIMINO CYAN ACETAMIDE DERIVATIVES |
JPS6139182U (en) * | 1984-08-07 | 1986-03-12 | ユニチカ株式会社 | Weft injection nozzle for water jet trum |
JPS61103485U (en) * | 1984-12-07 | 1986-07-01 | ||
DE3602243A1 (en) * | 1985-06-13 | 1986-12-18 | Bayer Ag, 5090 Leverkusen | E-ISOMERS OF N (ARROW HIGH) (ALPHA) (ARROW HIGH) - (2-CYAN-2-ALKOXIMINO-ACETYL) AMINO ACID DERIVATIVES AND PEPTIDES |
DE3625497A1 (en) * | 1986-07-28 | 1988-02-11 | Bayer Ag | E / Z ISOMERIC MIXTURES AND PURE Z ISOMERS OF N (ARROW HIGH) (ALPHA) (ARROW HIGH) - (2-CYAN-2-ALKOXIMINOACETYL) AMINO ACID DERIVATIVES AND PEPTIDES |
US5231109A (en) * | 1986-09-10 | 1993-07-27 | Bayer Aktiengesellschaft | 2-cyano-2-alkoximino-acetamides |
DE3630732A1 (en) * | 1986-09-10 | 1988-03-17 | Bayer Ag | 2-CYANO-2-ALKOXIMINO ACETAMIDE |
DE3702283A1 (en) * | 1987-01-27 | 1988-08-04 | Bayer Ag | METHOD FOR PRODUCING 2-CYANO-2-OXIMINO ACETAMIDE DERIVATIVES |
DE10347090A1 (en) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistic fungicidal drug combinations |
DE10349501A1 (en) | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistic fungicidal drug combinations |
DE102005026482A1 (en) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Active substance combination, useful e.g. for combating unwanted phytopathogenic fungus, comprises herbicides e.g. glyphosate and active substances e.g. strobilurin, triazoles, valinamide and carboxamide |
MX2007015376A (en) | 2005-06-09 | 2008-02-14 | Bayer Cropscience Ag | Active substance combinations. |
DE102006023263A1 (en) | 2006-05-18 | 2007-11-22 | Bayer Cropscience Ag | Synergistic drug combinations |
DE102007045920B4 (en) | 2007-09-26 | 2018-07-05 | Bayer Intellectual Property Gmbh | Synergistic drug combinations |
MX2011009732A (en) | 2009-03-25 | 2011-09-29 | Bayer Cropscience Ag | Synergistic combinations of active ingredients. |
CN103548836A (en) | 2009-07-16 | 2014-02-05 | 拜尔农作物科学股份公司 | Synergistic active substance combinations containing phenyl triazoles |
EP2910126A1 (en) | 2015-05-05 | 2015-08-26 | Bayer CropScience AG | Active compound combinations having insecticidal properties |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH484604A (en) * | 1966-11-10 | 1970-01-31 | Ciba Geigy | Pesticides |
FR1542325A (en) * | 1966-11-10 | 1968-10-11 | Ciba Geigy | New pesticide agents |
US3694482A (en) * | 1970-04-15 | 1972-09-26 | Exxon Research Engineering Co | Malononitrile oxime derivatives |
-
1973
- 1973-02-16 ZA ZA731111A patent/ZA731111B/en unknown
- 1973-02-19 IL IL41581A patent/IL41581A/en unknown
- 1973-02-28 CA CA164,860A patent/CA1040530A/en not_active Expired
- 1973-02-28 IT IT21024/73A patent/IT979609B/en active
- 1973-03-05 PH PH14391A patent/PH16838A/en unknown
- 1973-03-13 HU HUDU200A patent/HU167737B/hu unknown
- 1973-03-14 DD DD169440A patent/DD105112A5/xx unknown
- 1973-03-14 JP JP48029098A patent/JPS5828243B2/en not_active Expired
- 1973-03-14 CH CH373873A patent/CH570106A5/xx not_active IP Right Cessation
- 1973-03-14 AU AU53258/73A patent/AU474556B2/en not_active Expired
- 1973-03-14 AR AR247003A patent/AR208496A1/en active
- 1973-03-14 SU SU731890161A patent/SU736856A3/en active
- 1973-03-14 FR FR737309083A patent/FR2187224B1/fr not_active Expired
- 1973-03-14 CS CS731846A patent/CS190387B2/en unknown
- 1973-03-14 EG EG94/73A patent/EG10809A/en active
- 1973-03-15 GB GB3615575A patent/GB1425622A/en not_active Expired
- 1973-03-15 DE DE2312956A patent/DE2312956A1/en active Granted
- 1973-03-15 GB GB1245873A patent/GB1425621A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
AU5325873A (en) | 1974-09-19 |
EG10809A (en) | 1976-06-30 |
DE2312956A1 (en) | 1973-09-20 |
CS190387B2 (en) | 1979-05-31 |
JPS5828243B2 (en) | 1983-06-15 |
IL41581A0 (en) | 1973-04-30 |
FR2187224B1 (en) | 1979-02-09 |
ZA731111B (en) | 1974-03-27 |
SU736856A3 (en) | 1980-05-25 |
AU474556B2 (en) | 1976-07-29 |
CH570106A5 (en) | 1975-12-15 |
IT979609B (en) | 1974-09-30 |
CA1040530A (en) | 1978-10-17 |
AR208496A1 (en) | 1977-02-15 |
GB1425621A (en) | 1976-02-18 |
DD105112A5 (en) | 1974-04-12 |
FR2187224A1 (en) | 1974-01-18 |
PH16838A (en) | 1984-03-15 |
JPS49427A (en) | 1974-01-05 |
GB1425622A (en) | 1976-02-18 |
HU167737B (en) | 1975-12-25 |
DE2312956C2 (en) | 1987-10-01 |
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