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US 5,512,536 AGranted
Substituted pyridine compounds
AssigneeRohn and Haas Company
InventorsDonald E. Korte, Len F. Lee
Life of this patent
Estimating the term…
Abstract
Disclosed herein are herbicidal pyridine compounds substituted at the 2- or 6-position with an OR.sub.2 moiety where R.sub.2 is hydrogen, lower alkyl, halomethyl, lower cyanoalkyl, alkenyl or alkynyl, as well as herbicidal compositions and herbicidal use of these compounds.
Claims18
A compound represented by the formula ##STR10## wherein:
- R.sub.1 is fluorinated methyl, chlorofluorinated methyl or fluorinated ethyl;
- R.sub.2 is hydrogen, C1-C7 alkyl, trichloromethyl, C2-C8 cyanoalkyl, C3-C7 alkenyl, or C3-C7 alkynyl;
- R is C1-C6 straight or branched alkyl, C1-C7 haloalkyl, C2-C14 alkylthioalkyl, C2-C14 alkoxyalkyl, C2-C8 carboxyalkyl, C3-C4 cycloalkyl, or cyclopropylmethyl;
- one of X and Y is selected from ##STR11## where Z.sub.1 is oxygen or NR.sub.3 where R.sub.3 is lower alkyl and where Z is hydrogen;
- halogen;
- hydroxy;
- C1-C7 alkoxy;
- C1-C7 haloalkoxy;
- C3-C7 alkynyloxy:
- C1-C7 alkylthio;
- NR.sub.4 R.sub.5 where R.sub.4 and R.sub.5 are independently hydrogen or lower alkyl:
- acetylamino;
- C1-C7 hydroxyalkyl;
- C1-C7 haloalkyl;
- C.sub.2 -C.sub.8 alkoxymethyleneamino;
- and C2-C8 alkoxymethyleneamino;
- and the other of X and Y is selected from cyano;
- NR.sub.6 R.sub.7 where R.sub.6 and R.sub.7 are independently hydrogen or hydroxyalkyl;
- C2-C8 alkoxymethyleneamino;
- dialkylaminomethyleneamino;
- alkylthiomethyleneamino;
- (2-hydroxyalkyl) iminomethyl;
- halo-2-(haloalkyl)iminomethyl;
- hydroxyalkyl;
- and halo-1-oxoalkylamino.
22 more elements
A herbicidal composition comprising an adjuvant and an effective amount of a compound represented by the formula ##STR12## wherein:
- R.sub.1 is fluorinated methyl, chlorofluorinated methyl or fluorinated ethyl;
- R.sub.2 is hydrogen, C1-C7 alkyl, trichloromethyl, C2-C8 cyanoalkyl, C3-C7 alkenyl, or C3-C7 alkynyl;
- R is C1-C6 straight or branched alkyl, C1-C7 haloalkyl, C2-C14 alkylthioalkyl, C2-C14 alkoxyalkyl, C2-C8 carboxyalkyl, C3-C4 cycloalkyl, or cyclopropylmethyl;
- one of X and Y is selected from
- a) ##STR13## where Z.sub.1 is oxygen or NR.sub.3 where R.sub.3 is lower alkyl and where Z is hydrogen;
- halogen;
- hydroxy;
- C1-C7 alkoxy;
- C1-C7 haloalkoxy;
- C3-C7 alkynyloxy;
- C1-C7 alkylthio;
- NR.sub.4 R.sub.5 where R.sub.4 and R.sub.5 are independently hydrogen or lower alkyl;
- acetylamino;
- C1-C7 hydroxyalkyl;
- C1-C7 haloalkyl;
- C2-C8 alkoxymethyleneamino;
- and the other of X and Y is selected from
- cyano;
- NR.sub.6 R.sub.7 where R.sub.6 and R.sub.7 are independently hydrogen or hydroxyalkyl;
- C2-C8 alkoxymethyleneamino;
- dialkylaminomethyleneamino;
- alkylthiomethyleneamino;
- (2-hydroxyalkyl)iminomethyl;
- halo-2-(haloalkyl)iminomethyl;
- hydroxyalkyl;
- and halo-1-oxoalkylamino.
23 more elements
A method of controlling undesirable vegetation comprising applying to the soil an effective herbicidal amount of a compound represented by the formula ##STR14## wherein:
- R.sub.1 is fluorinated methyl, chlorofluorinated methyl or fluorinated ethyl;
- R.sub.2 is hydrogen, C1-C7 alkyl, trichloromethyl, C2-C8 cyanoalkyl, C3-C7 alkenyl, or C3-C7 alkynyl;
- R is C1-C6 straight or branched alkyl, C1-C7 haloalkyl, C2-C14 alkylthioalkyl, C2-C14 alkoxyalkyl, C2-C8 carboxyalkyl, C3-C4 cycloalkyl, or cyclopropylmethyl;
- one of X and Y is selected from ##STR15## where Z.sub.1 is oxygen or NR.sub.3 where R.sub.3 is lower alkyl and where Z is hydrogen;
- halogen;
- hydroxy;
- C1-C7 alkoxy;
- C1-C7 haloalkoxy;
- C3-C7 alkynyloxy;
- C1-C7 alkylthio;
- NR.sub.4 R.sub.5 where R.sub.4 and R.sub.5 are independently hydrogen or lower alkyl;
- acetylamino;
- C1-C7 hydroxyalkyl;
- C1-C7 haloalkyl;
- and C2-C8 alkoxymethyleneamino;
- and the other of X and Y is selected from cyano;
- NR.sub.6 R.sub.7 where R.sub.6 and R.sub.7 are independently hydrogen or hydroxyalkyl;
- C2-C8 alkoxymethyleneamino;
- dialkylaminomethyleneamino;
- alkylthiomethyleneamino;
- (2-hydroxyalkyl)iminomethyl;
- halo-2-(haloalkyl)iminomethyl;
- hydroxyalkyl;
- and halo-1-oxoalkylamino.
21 more elements
Dependencies are inferred from the claim text.