Claims
- 1. Composition comprising a herbicidally-effective amount of 5-methyl-N-(2,6-difluorophenyl)-1,2,4-triazolo�1,5-a!pyrimidine-2-sulfonamide and an antidotally-effective amount of oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyl-.
- 2. Composition comprising
- (a) a herbicidally-effective amount which is damaging to crops of a compound according to Formula I or agriculturally acceptable salts thereof: ##STR14## wherein A is N or C(Cl);
- X is H or C.sub.1-4 alkyl or alkoxy;
- Z is C.sub.1-4 alkyl or haloalkyl;
- R is phenyl substituted in the ortho positions independently with H, chloro, fluoro, nitro, --OCH.sub.3 or --CF.sub.3 groups and in the meta positions with H or CH.sub.3 groups and
- (b) an antidotally-effective amount of one or more of the compounds:
- 4-Pentenenitrile, 2-methyl-2-�(4-methylphenyl)thio!,
- Acetic acid, (diphenylmethoxy)-, methyl ester,
- Benzenemethanamine, N-�4-(dichloromethylene)-1,3-dithiolan-2-ylidene!-.alpha.-methyl-, hydrochloride,
- Phosphorothioic acid, O,O-diethyl-O-(3-methylphenyl) ester,
- 5-Thiazolecarboxylic acid, 2-chloro-4-(trifluoromethyl)-, (phenylmethyl ester),
- Pyrimidine, 4,6-dichloro-2-phenyl-,
- 1H, 3H-Naphtho�1,8-cd!pyran-1,3-dione,
- Benzeneacetonitrile, .alpha.-{�(1,3-dioxolan-2-yl)-methoxy!imino}-,
- Acetamide, N,N-Bis(2-propenyl)-.alpha.,.alpha.-dichloro,
- Oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyl-,
- Cis/Trans-piperazine, 1,4-bis(dichloroacetyl)-2,5-dimethyl,
- 1-Oxa-4-azaspiro�4.5!decane, 4-(dichloroacetyl)-,
- Oxazolidine, 3-(dichloroacetyl)-2,2,5-trimethyl,
- Oxazolidine, 3-(dichloroacetyl)-2,2-dimethyl,
- Acetamide, 2,2-dichloro-N-(1,3-dioxolan-2-yl-methyl)-N-2-propenyl,
- Ethanone, 2,2-dichloro-1-(1,2,3,4-tetrahydro-1-methyl-2-isoquinolinyl,
- 1,3-Dioxolane, 2-(dichloromethyl)-2-methyl-,
- 5-Chloro-8-(cyanomethoxy)quinoline,
- 1-Methylhexyl-2-(5-chloro-8-quinolinoxy)acetate,
- O-(Methoxycarbonyl)-2-(8-quinolinoxy)-acetamide oxime,
- 4-(Dichloroacetyl)-2,3-dihydro-3-methyl-2H-1,4-benzoxazine.
- 3. Composition according to claim 2 wherein said compound according to Formula I is
- 5,7-Dimethyl-N-(2,6-dichloro-3-methylphenyl)-1,2,4-triazolo�1,5-a!pyrimidine-2-sulfonamide,
- 5-Methyl-N-(2,6-difluorophenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- 5,7-Dimethyl-N-(2-nitrophenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- 5,7-Dimethyl-N-�2-methoxy-6-(trifluoromethyl)-phenyl!-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- 5-Methyl-7-ethoxy-N-(2,6-dichloro-3-methyl-phenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- N-(2,6-Difluorophenyl)-3-chloro-4,6-dimethylimidazolo-�1,2-a!-pyrimidine-2-sulfonamide,
- 5-Fluoromethyl-7-methoxy-N-(2,6-dichlorophenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide.
- 4. Composition according to claim 3 wherein said antidotal is
- Oxazolidine, 3-(dichloroacetyl)-2,2,5-trimethyl-,
- Oxazolidine, 3-(dichloroacetyl)-2,2-dimethyl-5-(2-furanyl)-.
- 5. Composition according to claim 4 wherein said compound of Formula I is 5-methyl-N-(2,6-difluorophenyl)-1,2,4-triazolo�1,5-a!-pyrimidine-2-sulfonamide.
- 6. Composition according to claim 3 wherein said antidotal compound is
- N,N-diallyl dichloroacetamide,
- Oxazolidine, 3-(dichloroacetyl)-2,2,5-trimethyl-,
- Oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl-2,2-dimethyl-,
- 4-(Dichloroacetyl)-1-oxa-4-azaspiro-(4,5)-decane,
- Acetamide, 2,2-dichloro-N-(1,3-dioxolany-2-yl-methyl)-N-2-propenyl,
- 5-Chloro-8-(cyanomethoxy)quinoline,
- 1-Methylhexyl-2-(5-chloro-8-quinolinoxy) acetate or
- O-(Methoxycarbonyl)-2-(8-quinolinoxy) acetamide oxime.
- 7. Method for reducing phytotoxicity to crop plants due to herbicidal compounds according to Formula I ##STR15## wherein A is N or C(Cl);
- X is H or C.sub.1-4 alkyl or alkoxy;
- Z is C.sub.1-4 alkyl or haloalkyl;
- R is phenyl substituted in the ortho positions independently with H, chloro, fluoro, nitro, --OCH.sub.3 or --CF.sub.3 groups and in the meta positions with H or CH.sub.3 groups which comprises applying to the locus or seeds of the crop an antidotally-effective amount which is damaging to said crop one or more of the compounds
- 4-Pentenenitrile, 2-methyl-2-�(4-methylphenyl)thio!,
- Acetic acid, (diphenylmethoxy)-, methyl ester,
- Benzenemethanamine, N-�4-(dichloromethylene)-1,3-dithiolan-2-ylidene!-.alpha.-methyl-, hydrochloride,
- Phosphorothioic acid, O,O-diethyl-O-(3-methylphenyl) ester,
- 5-Thiazolecarboxylic acid, 2-chloro-4-(trifluoromethyl)-, (phenylmethyl ester),
- Pyrimidine, 4,6-dichloro-2-phenyl-,
- 1H, 3H-Naphtho�1,8-cd!pyran-1,3-dione,
- Benzeneacetonitrile, .alpha.-{�(1,3-dioxolan-2-yl)-methoxy!imino}-,
- Acetamide, N,N-Bis(2-propenyl)-.alpha.,.alpha.-dichloro,
- Oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyl-,
- Cis/Trans-piperazine, 1,4-bis(dichloroacetyl)-2,5-dimethyl,
- 1-Oxa-4-azaspiro�4.5!decane, 4-(dichloroacetyl)-,
- Oxazolidine, 3-(dichloroacetyl)-2,2,5-trimethyl,
- Oxazolidine, 3-(dichloroacetyl)-2,2-dimethyl,
- Acetamide, 2,2-dichloro-N-(1,3-dioxolan-2-yl-methyl)-N-2-propenyl,
- Ethanone, 2,2-dichloro-1-(1,2,3,4-tetrahydro-1-methyl-2-isoquinolinyl,
- 1,3-Dioxolane, 2-(dichloromethyl)-2-methyl-,
- 5-Chloro-8-(cyanomethoxy)quinoline,
- 1-Methylhexyl-2-(5-chloro-8-quinolinoxy)acetate,
- O-(Methoxycarbonyl)-2-(8-quinolinoxy)-acetamide oxime,
- 4-(Dichloroacetyl)-2,3-dihydro-3-methyl-2H-1,4-benzoxazine.
- 8. Method according to claim 7 wherein said compounds of Formula I are
- 5,7-Dimethyl-N-(2,6-dichloro-3-methylphenyl)-1,2,4-triazolo�1,5-a!pyrimidine-2-sulfonamide,
- 5-Methyl-N-(2,6-difluorophenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- 5,7-Dimethyl-N-(2-nitrophenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- 5,7-Dimethyl-N-�2-methoxy-6-(trifluoromethyl)-phenyl!-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- 5-Methyl-7-ethoxy-N-(2,6-dichloro-3-methyl-phenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide,
- N-(2,6-Difluorophenyl)-3-chloro-4,6-dimethylimidazolo-�1,2-a!-pyrimidine-2-sulfonamide,
- 5-Fluoromethyl-7-methoxy-N-(2,6-dichlorophenyl)-1,2,4-triazolo-�1,5-a!-pyrimidine-2-sulfonamide.
- 9. Method according to claim 8 wherein said antidotal compound is
- Oxazolidine, 3-(dichloroacetyl)-2,2,5-trimethyl-,
- Oxazolidine, 3-(dichloroacetyl)-2,2-dimethyl-5-(2-furanyl)-,
- 4-(dichloroacetyl)-1-oxa-4-azaspiro-(4,5)-decane.
- 10. Method according to claim 9 wherein said compound of Formula I is 5-methyl-N-(2,6-difluorophenyl)-1,2,4-triazolo�1,5-a!-pyrimidine-2-sulfonamide.
- 11. Method according to claim 8 wherein said compound of Formula I is 5-methyl-N-(2,6-difluorophenyl)-1,2,4-triazolo�1,5-a!pyrimidine-2-sulfonamide and said antidotal compound is oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyl-.
- 12. Method according to claim 8 wherein said crop is corn, wheat, rice, sorghum, soybeans or cotton.
- 13. Method according to claim 7 wherein said antidotal compound of component (b) is
- N,N-diallyl dichloroacetamide,
- Oxazolidine, 3-(dichloroacetyl)-2,2,5-trimethyl-,
- Oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl-2,2-dimethyl-,
- 4-(Dichloroacetyl)-1-oxa-4-azaspiro-(4,5)-decane,
- Acetamide, 2,2-dichloro-N-(1,3-dioxolany-2-yl-methyl)-N-2-propenyl,
- 5-Chloro-8-(cyanomethoxy)quinoline,
- 1-Methylhexyl-2-(5-chloro-8-quinolinoxy) acetate or
- O-(Methoxycarbonyl)-2-(8-quinolinoxy) acetamide oxime.
RELATED APPLICATION
This application is a continuation-in-part of application Ser. No. 07/626,128, filed on Dec. 11, 1990, abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
4818273 |
Kleschick et al. |
Apr 1989 |
|
5041157 |
Seiler et al. |
Aug 1991 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
304409 |
Feb 1989 |
EPX |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
626128 |
Dec 1990 |
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