Patent ID: 6043377
Filing Date: 2000-03-28
Classification: A01N,C07D,C07F

Abstract:
An imidazole compound of the formula ##STR81## wherein R.sup.1 and R.sup.2 are identical or different and independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, cyano, thiocyanato, nitro, formyl, carboxyl, carbamoyl, thiocarbamoyl, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogenoalkyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkoxy having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy moiety, cycloalkyl having 3 to 6 carbon atoms, halogenoalkylsulphinyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkylsulphonyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkylamino having 1 to 4 carbon atoms, hydroxyalkylamino having 1 to 4 carbon atoms, dialkylamino having 1 to 4 carbon atoms in each alkyl group, alkylcarbonyl having 1 to 4 carbon atoms in the alkyl moiety, hydroxyiminoalkyl having 1 to 4 carbon atoms in the alkyl moiety, alkoximinoalkyl having 1 to 4 carbon atoms in the alkoxy moiety and 1 to 4 carbon atoms in the alkyl moiety, alkylcarbonyloxy having 1 to 4 carbon atoms in the alkyl moiety, halogenoalkylcarbonyloxy having 1 to 4 carbon atoms in the halogenoalkyl group and 1 to 5 identical or different halogen atoms, alkylthio having 1 to 4 carbon atoms, alkylsulphinyl having 1 to 4 carbon atoms, alkylsulphonyl having 1 to 4 carbon atoms, alkenyl having 2 to 4 carbon atoms, alkenyloxy having 2 to 4 carbon atoms, halogenoalkylthio having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkenyl having 2 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkyloxy having 2 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkylsulphonyloxy having 1 to 4 carbon atoms b or represents Z-R.sup.4,Z represents alkanediyl having 1 to 4 carbon atoms, alkenediyl having 2 to 4 carbon atoms, alkinediyl having 2 to 4 carbon atoms or a group of the formula--*Q--CQ--, --*CQ--Q--, --*CH.sub.2 --Q--, --*Q--CH.sub.2 --, --*CQ--Q--CH.sub.2 --, --*CH.sub.2 --Q--CQ--, --*Q--CQ--CH.sub.2 --, --*Q--CQ--Q--CH.sub.2 --, --S(O).sub.n --, --*CH.sub.2 --S(O).sub.n --, --CQ-- or --*S(O).sub.n --CH.sub.2 --,wherein in each case the atoms labeled with * are attached to R.sup.4,Q represents oxygen or sulphur,n represents 0, 1 or 2,R.sup.4 represents phenyl or naphthyl, where each of these two radicals is unsubstituted or mono- to trisubstituted by identical or different substituents selected from the group consisting of halogen, cyano, nitro, formyl, carbamoyl, thiocarbamoyl, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, alkylthio having 1 to 4 carbon atoms, alkenyl or alkenyloxy having in each case 2 to 4 carbon atoms, alkinyl or alkinyloxy having in each case 2 to 4 carbon atoms, halogenoalkyl, halogenoalkoxy or halogenoalkylthio having in each case 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 4 carbon atoms and 1 to 5 identical or different halgoen atoms, halogenoalkinyl or halogenoalkinyloxy having in each case 2 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkylamino, dialkylamino, alkoxycarbonyl, hydroximinoalkyl or alkoximinoalkyl having in each case 1 to 4 carbon atoms in the individual alkyl moieties, cycloalkyl having 3 to 6 carbon atoms, alkysulphinyl having 1 to 4 carbon atoms, alkylsulphonyl having 1 to 4 carbon atoms, halogenoalkylsulphinyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkylsulphonyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkycarbonyl having 1 to 4 carbon atoms in the alkyl group, alkylcarbonyloxy having 1 to 4 carbon atoms in the alkyl moiety and alkylsulphonyloxy having 1 to 4 carbon atoms, or is unsubstituted or monosubstituted by doubly attached dioxyalkylene having 1 or 2 carbon atoms which is unsubstituted or mono- to tetrasubstituted by identical or different halogens, where the oxygen atoms are not adjacent,orR.sup.4 represents an unsaturated heterocyclyl radical having 5 or 6 ring members and 1 to 3 hetero atoms, selected from the group consisting of nitrogen, oxygen and sulphur, which is unsubstituted or mono- to trisubstituted by identical or different substituents selected from the group consisting of halogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogenoalkyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkoxy having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkoxycarbonyl having 1 to 3 carbon atoms in the alkoxy moiety, cycloalkyl having 3 to 6 carbon atoms, cyano and nitro,orZ represents a direct bond or represents an oxygen atom ifR.sup.4 represents phenyl or naphthyl, where each of these two radicals is unsubstituted or mono- to trisubstituted by identical or different substituents selected from the group consisting of those radicals which have already been mentioned above as phenyl or naphthyl substituents,R.sup.3 represents fluorine, chlorine, bromine, iodine, cyano, nitro, trifluoromethyl, thiocarbamoyl, thiocyanato or the grouping ##STR82## wherein R.sup.5 represents alkyl having 1 to 4 carbon atoms,A represents a grouping of the formula --SO.sub.2 --R.sup.6whereinR.sup.6 represents an unsaturated heterocyclyl radical having 5 or 6 ring members and 1 to 3 hetero atoms, selected from the group consisting of oxygen, sulphur and nitrogen, where at least one hetero atom represents nitrogen or oxygen, and which is unsubstituted or mono-, di- or trisubstituted by identical or different substituents selected from the group consisting of halogen, cyano, nitro, hydroxyl, mercapto, amino, formyl, carboxyl, carbamoyl, thiocarbamoyl, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogenoalkyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkoxy having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkoxy carbonyl having 1 to 4 carbon atoms in the alkoxy moiety, cycloalkyl having 3 to 6 carbon atoms, halogenoalkylsulphinyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, halogenoalkylsulphonyl having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkylamino having 1 to 4 carbon atoms, hydroxyalkylamino having 1 to 4 carbon atoms, dialkylamino having 1 to 4 carbon atoms in each alkyl group, alkylcarbonyl having 1 to 4 carbon atoms in the alkyl moiety, hydroxyiminoalkyl having 1 to 4 carbon atoms in the alkyl moiety, alkoximinoalkyl having 1 to 4 carbon atoms in the alkoxy moiety and 1 to 4 carbon atoms in the alkyl moiety, alkylcarbonyloxy having 1 to 4 carbon atoms in the alkyl moiety, halogenoalkylcarbonyloxy having 1 to 4 carbon atoms in the halogenoalkyl group and 1 to 5 identical or different halogen atoms, alkylthio having 1 to 4 carbon atoms, alkylsulphinyl having 1 to 4 carbon atoms, alkylsulphonyl having 1 to 4 carbon atoms, halogenoalkylthio having 1 to 4 carbon atoms and 1 to 5 identical or different halogen atoms, alkylsulphonyloxy having 1 to 4 carbon atoms, or by pyrrolidinyl, piperidinyl, piperidyl, morpholinyl or piperazinyl, each of which is unsubstituted or mono- or disubstituted by methyl, or its acid salt or metal salt complex.