Patent ID: 6265348
Filing Date: 2001-07-24
Classification: A01N,C07D

Abstract:
A compound of the fornula (I) or a salt thereof ##STR52##in whichR.sup.1 is hydrogen, (C.sub.1 -C.sub.12) alkyl, (C.sub.2 -C.sub.12) alkenyl or (C.sub.2 -C.sub.12) alkynyl, where each of the three last-mentioned radicals is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, phenyl, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) haloalkoxy, (C.sub.1 -C.sub.4) alkythio, hydroxyl, amino, [(C.sub.1 -C.sub.4) alkoxy]-carbonyl, [(C.sub.1 -C.sub.4) alkyl]-carbonyl, fornyl, carbonyl, mono- and di-[(C.sub.1 -C.sub.4) alkyl]-aminocarbonyl, mono- and di-[(C.sub.1 -C.sub.4) alkyl]-amino, [(C.sub.1 -C.sub.4) alkyl]-carbonylamino, formylamino, (C.sub.1 -C.sub.4) alkylsulfinyl, (C.sub.1 -C.sub.4)haloalkylsulfinyl, (C.sub.1 -C.sub.4) alkylsulfonyl, (C.sub.1 -C.sub.4) haloalkylsulfonyl, NO.sub.2, N.sub.3 and CN, or is (C.sub.3 -C.sub.7)cycloalkyl, (C.sub.3 -C.sub.7)cycloalkyl-(C.sub.1 -C.sub.4) alkyl, heterocyclyl having 3 to 6 ring atoms or heterocyclyl-(C.sub.1 -C.sub.3) alkyl having 3 to 6 ring atoms, where each of the last 4 radicals are unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkyl and (C.sub.1 -C.sub.4) alkoxy, and wherein the above term heterocyclyl is a ring having one heteroatom selected from the group consisting of N, O and S, or is a heterocycle selected from the group consisting of pyriridinyl, pyridazinyl, pyrazinyl, thiazolyl, oxazolyl, pyrazolyl, imidazolyl, piperazinyl, dioxolanyl and morpholinyl,R.sup.2 and R.sup.3 for the definition of R.sup.2 and R.sup.3 are one of the following combination:a) R.sup.2 is unsubstituted or substituted phenyl or is unsubstituted or substituted heterocyclyl, or is (C.sub.1 -C.sub.6) haloalkyl, (C.sub.2 -C.sub.6) alkenyl or (C.sub.2 -C.sub.6) alkynyl or [(C.sub.1 -C.sub.4) alkoxy]-carbonylandR.sup.3 is (C.sub.1 -C.sub.6) alkyl which is substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio, [(C.sub.1 -C.sub.4) alkoxy]-carbonyl and unsubstituted or substituted phenyl, or is (C.sub.2 -C.sub.6) alkenyl, (C.sub.2 -C.sub.6) alkynyl or (C.sub.3 -C.sub.6) cycloalkyl, where each of the last three radicals are unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio, [(C.sub.1 -C.sub.4) alkoxy]-carbonyl and unsubstituted or substituted phenyl or in the case of cycloalkyl also (C.sub.1 -C.sub.4) alkyl, or is unsubstituted or substituted phenyl or is unsubstituted or substituted heterocyclyl orb) R.sup.2 is hydrogen or (C.sub.1 -C.sub.4) alkylandR.sup.3 is [(C.sub.1 -C.sub.4) alkoxy]-carbonyl-(C.sub.1 -C.sub.4) alkyl which is unsubstituted or substituted by (C.sub.1 -C.sub.4) alkylthio or halogen, or is phenyl-(C.sub.1 -C.sub.4) alkyl, which is unsubstituted or substituted in the phenyl radical, or is (C.sub.2 -C.sub.6) alkenyl which is substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio, [(C.sub.1 -C.sub.4) alkoxy]-carbonyl and unsubstituted or substituted phenyl, or is (C.sub.2 -C.sub.5) alkynyl, which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen and (C.sub.1 -C.sub.4) alkoxy, or (C.sub.3 -C.sub.6)cycloalkyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkyl and (C.sub.1 -C.sub.4) alkoxy, or is phenyl which is substituted by one or more radicals selected from the group consisting of F, Br, CN, NO.sub.2, (C.sub.1 -C.sub.4) haloalkyl, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio and [(C.sub.1 -C.sub.4) alkoxy]-carbonyl, or is (C.sub.2 -C.sub.6) alkyl which is substituted by one or more radicals selected from the group consisting of halogen and (C.sub.1 -C.sub.4) alkoxy, or is furyl orc) R.sup.2 and R.sup.3, together with the methylene carbon atom, are a ring having 4 to 8 ring members, which is carbocyclic or heterocyclic with a heteroatom selected from the group consisting of N, O, or S and which is unsubstituted or mono or polysubstituted by (C.sub.1 -C.sub.4) alkyl, halogen, or an oxo group,R.sup.4 is hydrogen or (C.sub.1 -C.sub.6) alkyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio, (C.sub.1 -C.sub.4) alkylsulfonyl, [(C.sub.1 -C.sub.4) alkyl]-carbonyl, [(C.sub.1 -C.sub.4) alkoxy]-carbonyl, CN, unsubstituted or substituted phenyl and (C.sub.3 -C.sub.6) cycloalkyl, or is (C.sub.2 -C.sub.6) alkenyl, (C.sub.2 -C.sub.6) haloalkenyl, (C.sub.2 -C.sub.6) alkynyl or (C.sub.2 - C.sub.6) haloalkynyl, or is an acyl group of the formula--CO--R* or --SO.sub.2 R**in whichR* is H, (C.sub.1 -C.sub.8) alkyl, (C.sub.2 -C.sub.6) alkenyl or (C.sub.2 -C.sub.6) alkynyl, where each of the three last-mentioned radicals is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio, phenoxy, [(C.sub.1 -C.sub.4) alkoxy]-carbonyl, unsubstituted or substituted heterocyclyl and unsubstituted or substituted phenyl, or (C.sub.3 -C.sub.6)cycloalkyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkyl and (C.sub.1 -C.sub.4) alkoxy, or is unsubstituted or substituted heterocyclyl and unsubstituted or substituted phenyl, or is [(C.sub.1 -C.sub.4) alkoxy]-carbonyl, andR** is (C.sub.1 -C.sub.6) alkyl, (C.sub.3 -C.sub.6) alkenyl or (C.sub.3 - C.sub.6) alkynyl, where each of the three last-mentioned radicals is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4) alkylthio, and phenyl or is phenyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, CN, NO.sub.2, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4)haloalkyl and (C.sub.1 -C.sub.4) alkoxy,R.sup.5 is H, halogen, NO.sub.2, CN, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4)-alkoxy, [(C.sub.1 -C.sub.4) alkyl]carbonyl or [(C.sub.1 -C.sub.4)-alkoxy]carbonyl, where each of the last four radicals mentioned is unsubstituted or substituted by one or more halogen atoms in the alkyl part,R.sup.6 is H or (C.sub.1 -C.sub.4) alkyl,W is an oxygen or sulfur atom,X and Y independently of one another are H, halogen, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkoxy or (C.sub.1 -C.sub.4) alkylthio, where each of the last 3 radicals mentioned is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkoxy and (C.sub.1 -C.sub.4) alkylthio, or mono- or di-[(C.sub.1 -C.sub.4) alkyl]-amino, (C.sub.3 -C.sub.6)cycloalkyl, (C.sub.2 -C.sub.5) alkenyl, (C.sub.2 -C.sub.5) alkynyl, (C.sub.2 -C.sub.5) alkenyloxy or (C.sub.2 -C.sub.5) alkynyloxyandwherein in the definitions of R.sup.2, R.sup.3 R.sup.4 and R*, unless otherwise defined, each heterocyclyl or heterocyclic ring is a heterocyclic ring having one heteroatom selected from the group consisting of N, O and S, or is a heterocycle selected from the group consisting of pyrimidinyl, pyridazinyl, pyrazinyl, thiazolyl, oxazolyl, pyrazolyl, imidazolyl, piperazinyl, dioxolanyl and morpholinyl,andwherein the substituents in the substituted phenyl are one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4)haloalkyl, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4)haloalkoxy, (C.sub.1 -C.sub.4) alkylthio, hydroxy, amino, (C.sub.1 -C.sub.4 -alkoxy)-carbonyl, (C.sub.1 -C.sub.4 -alkyl)-carbonyl, formyl, carbonyl, mono- and di-(C.sub.1 -C.sub.4 -alkyl)-aminocarbonyl, mono- and di-(C.sub.1 -C.sub.4 -alkyl)-amino, (C.sub.1 -C.sub.4 -alkyl)-carbonylamino, formylamino, (C.sub.1 -C.sub.4) alkylsulfinyl, (C.sub.1 -C.sub.4)haloaklylsulfinyl, (C.sub.1 -C.sub.4) alkylsulfonyl, (C.sub.1 -C.sub.4)haloalkylsulfonyl, NO.sub.2, N.sub.3 and CN,andwherein the substituents in the substituted heterocyclyl are one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4)haloalkyl, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4)haloalkoxy, (C.sub.1 -C.sub.4) alkylthio, hydroxy, amino, [(C.sub.1 -C.sub.4)-alkoxy]-carbonyl, [(C.sub.1 -C.sub.4) alkyl]-carbonyl, formyl, carbonyl, mono- and di-[(C.sub.1 -C.sub.4) alkyl]-aminocarbonyl, mono- and di-[(C.sub.1 -C.sub.4) alkyl]-amino, [(C.sub.1 -C.sub.4) alkyl]-carbonylamino, formylamino, (C.sub.1 -C.sub.4) alkylsulfinyl, (C.sub.1 -C.sub.4)haloalkylsulfinyl, (C.sub.1 -C.sub.4) alkylsulfonyl, (C.sub.1 -C.sub.4)haloalkylsulfonyl, NO.sub.2, N.sub.3, CN and oxo.