Substituted 4-aminopyrimidines, processes for their preparation, and their use as pesticides

Substituted 4-aminopyrimidines of the formula I ##STR165## in which R.sup.1 is hydrogen, halogen, (C.sub.1 -C.sub.4)alkyl or (C.sub.3 -C.sub.6) cycloalkyl,

• R.sup.2 is (C.sub.1 -C.sub.4)alkoxy-(C.sub.1 -C.sub.4)alkyl, or (C.sub.1 -C.sub.4)alkylthio-(C.sub.1 -C.sub.4) alkyl,
• R.sup.3 is (C.sub.1 -C.sub.4)alkoxy,
• R.sup.4 is hydrogen or a radical --C(O)-N-R.sup.6 R.sup.7 in which R.sup.6 or R.sup.7 are identical or different and are in each case hydrogen, (C.sub.1 -C.sub.14) alkyl, phenyl or phenyl-(C.sub.1 -C.sub.4)alkyl, where the abovementioned two phenyl groups are unsubstituted or provided with one or two substituents, it being possible for these substituents in each case to be 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) -alkylthio or nitro, or R.sup.6 and R.sup.7 together with the nitrogen atom to which they are bonded form a saturated or unsaturated 5- or 6-membered ring selected from the group consisting of imidazole, pyrazole, 1,2,4-triazole, thiazole, piperazine, morpholine and thiomorpholine, which can be provided with one of two substituents, it being possible for these substituents in each case to be (C.sub.1 -C.sub.4)alkyl, trifluoromethyl, halogen, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio or nitro,
• R.sup.5 is hydrogen, (C.sub.1 -C.sub.8)alkyl or (C.sub.3 -C.sub.6) cycloalkyl,
• Q has the meaning of Q.sup.1 and
• Q.sup.1 is (C.sub.1 -C.sub.15)alkyl, optionally substituted by one, two or three halogen atoms, a (C.sub.1 -C.sub.15)alkoxy group, a (C.sub.4 -C.sub.8)cycloalkylalkoxy group, a dioxolanyl group, a (C.sub.1 -C.sub.4) alkoxy-(C.sub.1 -C.sub.4)alkoxy group, a hydroxyl group, a methoxycarbonyl group, a (C.sub.3 -C.sub.6)cycloalkyl group, a 2-[2-((C.sub.1 -C.sub.4)alkoxy)ethoxy]ethoxy group, a pyranyloxy group, an imidazol-1-yl group, a triazol-1-yl group, a pyrazol-1-yl group or a group -A-B-R.sup.8 in which A is oxygen, sulfur or imino, B is carbonyl, thiocarbonyl or sulfonyl and R.sup.8 is (C.sub.1 -C.sub.4) alkyl, (C.sub.3 -C.sub.6) cycloalkyl, (C.sub.1 -C.sub.4) haloalkyl, (C.sub.1 -C.sub.4)alkoxy, a substituted or unsubstituted phenoxy group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted anilino group, a 2,6-dimethylmorpholin-4-yl, 4-methylpiperazin-1-yl, imidazol-1-yl, triazol-1-yl, pyrazol-1-yl group or a mono- or di-(C.sub.1 -C.sub.4)alkylamino group, or
• Q has the meaning of Q.sup.2 and
• Q.sup.2 is a group of the formulae II, II', II", II"' or II"" ##STR166## in which D is a (C.sub.1 -C.sub.6)alkylene group,
• E is a direct bond, oxygen or methyleneoxy,
• R.sup.9 and R.sup.10 are identical or different and are in each case hydrogen, halogen, (C.sub.1 -C.sub.4)alkyl, (C.sub.3 -C.sub.6) cycloalkyl, (C.sub.1 -C.sub.4)haloalkyl, C.sub.3 - or C.sub.4 -alkenyl, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio or nitro,
• R.sup.11 has the meanings given for R.sup.9 and R.sup.10 and, provided that E is oxygen, R.sup.11 is a group of the formula X-Y-(GO).sub.n -R.sup.12 in which
• X is a (C.sub.1 -C.sub.8)alkylene group or a (C.sub.1 -C.sub.4)alkyleneoxy-(C.sub.1 -C.sub.4)alkylene group,
• Y is oxygen, sulfur or an imino group,
• G is a (C.sub.1 -C.sub.8)alkylene group or a (C.sub.1 -C.sub.4)alkyleneoxy-(C.sub.1 -C.sub.4)alkylene group,
• n is zero or 1,
• R.sup.12 is (C.sub.1 -C.sub.4)alkyl, C.sub.3 - or C.sub.4 -alkenyl, (C.sub.4 -C.sub.6)alkadienyl, C.sub.3 - or C.sub.4 -alkynyl, phenyl-(C.sub.1 -C.sub.3)alkyl or a group of the formula CH.sub.2 --W in which
• W is a group of the formula CH.dbd.N--OR.sup.13 in which
• R.sup.13 is hydrogen, (C.sub.1 -C.sub.4)alkyl, C.sub.3 - or C.sub.4 -alkenyl or phenyl-(C.sub.1 -C.sub.3)alkyl,
• Q has the meaning of Q.sup.3
• Q.sup.3 is a group of the formula III ##STR167## in which R.sup.9 and R.sup.10 have the meanings given above, and
• U is a direct bond, oxygen, sulfur, (C.sub.1 -C.sub.3)alkylene or (C.sub.1 -C.sub.3)alkyleneoxy,
• R.sup.14 is phenyl or a heterocycle selected from the group consisting of pyridine, pyrimidine, quinoxaline, pyrazine benzoxazole, benzothiazole and quinoline, it being possible for each of the abovementioned two radicals to be unsubstituted or provided with one or two substituents, where these substituents are identical or different and are in each case halogen, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4) haloalkyl, nitro, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkoxy-(C.sub.1 -C.sub.4)alkyl, phenyl, phenoxy, halophenoxy or (C.sub.1 -C.sub.4) alkylphenoxy, provided that U is oxygen, R.sup.14 is (C.sub.5 -C.sub.10)alkyl, allyl, geranyl, farnesyl, (C.sub.1 -C.sub.4) haloalkyl, (C.sub.3 -C.sub.6)cycloalkylmethyl, an ethyl group which is substituted in the 2-position by (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4) alkoxy-(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfonyl or a phenoxy group which can optionally be substituted by one or two (C.sub.1 -C.sub.4)alkyl groups, or glycidyl, acetonyl, halophenoxyethyldioxolanyl, 2,2-diethoxyethyl, 1-ethoxycarbonylmethyl, trimethylsilylmethyl, 1-pyridylethyl or a (C.sub.1 -C.sub.4)alkyl group which is substituted by a (C.sub.1 -C.sub.4)alkoxyimino or a benzyloxyimino group, a group of fomula IV ##STR168## in which X' is nitrogen or a group CR.sup.15 in which
• R.sup.15 is hydrogen, halogen, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)haloalkyl, (C.sub.1 -C.sub.4)alkanoyl, nitro, cyano or 1,3-dioxolan-2-yl, and their salts and stereoisomers.