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US 6,310,006 B1Granted
Herbicidal 3,5-difluoropyridines
AssigneeAmerican Cyanamid Company
InventorsThomas Maier, Stefan Scheiblich, Helmut S. Baltruschat
Life of this patent
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Abstract
The invention relates to novel compounds of formula I: wherein R, A, B and X have the meaning given in claim 1; and the agronomically acceptable salts or N-oxides thereof, and to herbicidal compositions containing such compounds as active ingredients.
Claims12
A compound of the formula (I)
- wherein
- A represents an optionally substituted 5- or 6-membered pyrazolyl group;
- B represents an optionally substituted phenyl or thienyl group;
- R represents a halogen atom, an optionally substituted lower alkyl, alkoxy, or alkylthio, group or cyano, group, and
- X represents an oxygen or a sulfur atom;
- or an agronomically acceptable salt or N-oxide thereof.
3 more elements
A compound of formula IA
- wherein A represents 1-methyl-3-trifluoromethylpyrazol-5-yl, R has the meaning given above;
- R2 each independently represent a hydrogen atom or a fluorine atom, one or two of them also a chlorine or bromine or a trifluoromethyl, trifluormethoxy or a cyano group, one of them can further be a C1-C4-alkyl group, particularly tert-butyl, and m is 0 or an integer selected from 1 to 5.
A compound selected from the group consisting
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-ethyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 6-(4′-chlorophenyl)-3,5-difluoro-4-methyl-2-(1″-methyl-3″-trifluoromethylpyrazol-5″-yloxy)pyridine
- 6-(5″-chlorothien-2″-yl)-3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(5″-trifluoromethylthien-2″-yl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-fluorophenyl)pyridine
- 3,5-difluoro-4-methoxy-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-ethoxy-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-cyanopyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-isopropylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-difluoromethoxypyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-ethyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethyl-4′-fluoropyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethyl-4′-chloropyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethoxyphenyl)pyridine
- 3,5-difluoro-4-methyl-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylthiophenyl)pyridine
- 3,5-difluoro-6-(4′-difluoromethylthiophenyl)-4-methyl-2-(1″-methyl-3″-trifluoromethylpyrazol-5″-yloxy)pyridine
- 3,5-difluoro-4-methyl-6-(4′-ethylphenyl)-2-(1″-methyl-3″-trifluoromethylpyrazol-5″-yloxy)pyridine
- 3,5-difluoro-6-(3′,4′-difluorophenyl)-4-methyl-2-(1″-methyl-3″-trifluoromethylpyrazol-5″-yloxy)pyridine
- 3,5-difluoro-6-(2′,4′-difluorophenyl)-4-methyl-2-(1″-methyl-3″-trifluoromethylpyrazol-5″-yloxy)pyridine
- 3,5-difluoro-4-chloro-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 3,5-difluoro-4-methylthio-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 4-cyano-3,5-difluoro-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-6-(4″-trifluoromethylphenyl)pyridine
- 6-(4′-chlorophenyl)-4-cyano-3,5-difluoro-2-(1″-methyl-3″-trifluoromethylpyrazol-5″-yloxy)pyridine
- 6-(5″-chlorothien-2″-yl)-4-cyano-3,5-difluoro-2-(1′-methyl-3′-trifluoromethylpyrazol-5′-yloxy)-pyridine.
22 more elements
Dependencies are inferred from the claim text.