2-(2-fluoro-substituted phenyl)-6-amino-5-chloro-4-pyrimidinecarboxylates and their use as herbicides
View Patent ↗2-(2-Fluoro-substituted phenyl)-6-amino-5-chloro-4-pyrimidine carboxylic acid and its derivatives are potent herbicides demonstrating a broad spectrum of weed control.
1. A compound selected from the group consisting of
6-amino-5-chloro-2-(4-chloro-2,3-difluorophenyl)pyrimidine-4-caroxylic acid methyl ester;
6-amino-5-chloro-2-(2-fluoro-4-methylphenyl)pyrimidine-4-carboxylic acid methyl ester;
6-amino-5-chloro-2-(2,3-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid methyl ester;
6-amino-5-chloro-2-(2,3-difluoro-4-trifluoromethylphenyl)pyirimidne-4-carboxylic acid;
6-amino-5-chloro-2-(2,5-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid methyl ester;
6-amino-5-chloro-2-(4,5-dichloro-2-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester;
6-amino-5-chloro-2-(4-chloro-2,3-difluorophenyl)pyrimidine-4-carboxylic acid;
6-amino-5-chloro-2-(2,3-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid;
6-amino-5-chloro-2-(2,3-difluoro-4-trifluoromethylphenyl)pyrimidine-4-carboxylic acid;
6-amino-5-chloro-2-(4.5-dichloro-2-fluorophenyl)pyrimidine-4-carboxylic acid;
6-amino-5-chloro-2-(2,5-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid; and
6-amino-5-chloro-2-(4-chloro-2,5-difluorophenyl)-pyrimidine-4-carboxylic acid methyl ester.
2. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(4-chloro-2,3-difluorophenyl)pyrimidine-4-caroxylic acid methyl ester.
3. The compound of claim 1 , wherein compound is 6-amino-5-chloro-2-(2-fluoro-4-methylphenyl)pyrimidine-4-carboxylic acid methyl ester.
4. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(2,3-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid methyl ester.
5. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(2,3-difluoro-4-trifluoromethylphenyl)pyirimidne-4-carboxylic acid.
6. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(2,5-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid methyl ester.
7. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(4,5-dichloro-2-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester.
8. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(4-chloro-2,3-difluorophenyl)pyrimidine-4-carboxylic acid.
9. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(2,3-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid.
10. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(2,3-difluoro-4-trifluoromethylphenyl)pyrimidine-4-carboxylic acid.
11. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(4.5-dichloro-2-fluorophenyl)pyrimidine-4-carboxylic acid.
12. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(2,5-difluoro-4-methylphenyl)pyrimidine-4-carboxylic acid.
13. The compound of claim 1 , wherein the compound is 6-amino-5-chloro-2-(4-chloro-2,5-difluorophenyl)-pyrimidine-4-carboxylic acid methyl ester.
14. A method of controlling undesirable vegetation which comprises applying to the vegetation or to the locus thereof, or to soil prior to the emergence of vegetation, a herbicidally effective amount of the compound of claim 1 .