Cyanoketone derivative and herbicide containing it as an active component
AssigneeTokuyama Corporation
InventorsMasahiko Ishizaki, Seiji Nagata, Junji Takenaka
Life of this patent
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Abstract
Disclosed herein are cyanoketone derivatives of the following formula (1) ##STR1## such as 1-cyano-1-piperidinocarbonyl-3-[4-(2-chloro-4-trifluoromethylphenoxy)pheno xy]-2-butanone, 1-cyano-1-piperidinocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy )phenoxy]-2-butanone, 1-cyano-1-(N-methyl-N-dichlorophenyl)aminocarbonyl-3-[4-(2-quinoxalyloxy)p henoxy]-2-butanone, 1-cyano-1-(N,N-dibutyl)aminocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-py ridyloxy)phenoxy-2-butanone, and the like, which are characterized by excellent herbicidal activity and effectiveness against a variety of gramineous weeds.
Claims23
A cyanoketone derivative of the following formula (1) ##STR483## wherein A.sub.1 is a substituted or unsubstituted phenyl or naphthyl group, or a substituted or unsubstituted heterocyclic group selected from the group consisting of a 5-membered ring, a 6-membered ring, a 5- and 6-membered fused ring group and a 6- and 6-membered fused ring group, wherein said heterocyclic group contains from 1 to 3 hetero atoms selected from the group consisting of oxygen, nitrogen and sulfur or mixtures thereof, substituents of said substituted phenyl, naphthyl and heterocyclic groups being selected from the group consisting of a halogen atom, an alkyl group having 1 to 4 carbon atoms, a halogenoalkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 6 carbon atoms, a nitro group and a cyano group;
- each of X.sub.1, X.sub.2, X.sub.3 and X.sub.4 is independently an oxygen or sulfur atom;
- each of B.sub.1, B.sub.2 and B.sub.3 is independently a hydrogen atom or alkyl group having 1 to 6 carbon atoms;
- each of Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 is independently a hydrogen atom, a halogen atom or alkyl group having 1 to 6 carbon atoms;
- and each of A.sub.2 and A.sub.3 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 2 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, a cyano group and a group as defined in A.sub.1 ;
- substituents of said substituted alkyl group being selected from the group consisting of a halogen atom, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, a cyano group, a phenyl group and a heterocyclic group of a 5- or 6-membered ring;
- provided that both A.sub.2 and A.sub.3 can form a saturated or unsaturated ring of from 2 to 8 carbon atoms which may contain at least one additional nitrogen atom or oxygen atom, and that when B.sub.1 is a hydrogen atom and B.sub.2 is said alkyl group, the compound of the formula (1) is an R- or S-enantiomer with regard to the asymmetric carbon to which B.sub.1 and B.sub.2 are bonded or a mixture of these enantiomers.
1-cy ano-1-piperidylcarbonyl-3-[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]-2- butanone.
Dependencies are inferred from the claim text.