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    • 9. 发明授权
    • Substituted 5-aminopyrazoles
    • US5486618A
    • 1996-01-23
    • US70386
    • 1993-06-07
    • Helmut HagenGerhard NilzHelmut WalterAndreas Landes
    • Helmut HagenGerhard NilzHelmut WalterAndreas Landes
    • A01N43/56A01N25/32C07D231/38C07D231/40C07D309/12C07D335/02C07D403/04C07D231/00
    • C07D403/04A01N25/32C07D231/40
    • Substituted 5-aminopyrazoles I ##STR1## where R.sup.1 is C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -hydroxyalkyl, phenyl which may carry 1-3 of the following radicals: halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio or --NR.sup.6 R.sup.7, and which may additionally carry a number of halogen atoms so that the total number of radicals is 5, R.sup.6 and R.sup.7 are each H or C.sub.1 -C.sub.4 -alkyl, R.sup.2 is H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.3 is CN, --CO--R.sup.8 or --CS--R.sup.8, R.sup.8 is OH, C.sub.1 -C.sub.4 -alkoxy, NH.sub.2, C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino, R.sup.4 and R.sup.5 are each H, C.sub.1 -C.sub.4 -alkyl, PX(OR.sup.9).sub.2, --SO.sub.2 --R.sup.9, --CX--R.sup.10, --CX--NH--CY--R.sup.9 or CX--NH--SO.sub.2 --R.sup.11, X and Y are each O or S, R.sup.9 is one of the substituents R.sup.1, R.sup.10 is C.sub.1 -C.sub.20 -alkyl, C.sub.1 -C.sub.4 -alkoxy, unsubstituted or substituted phenyl or unsubstituted or substituted NH.sub.2, R.sup.11 is NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, pyrrolidinyl, piperidinyl or morpholinyl, R.sup.4 and R.sup.5 together form a group .dbd.CR.sup.12 R.sup.13 or --CO--W--CO--, R.sup.12 is H, NH.sub.2, C.sub.1 -C.sub.4 -alkylamino or C.sub.3 -C.sub.8 -cycloalkylamino, R.sup.13 is NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.3 -C.sub.8 -cycloalkylamino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, unsubstituted or substituted phenyl or unsubstituted or substituted pyridyl and W is an unsubstituted or substituted ethylene or ethenylene bridge, an unsubstituted or substituted 5-membered or 6-membered 1,2-C-bonded aromatic or heteroaromatic bridge, or an unsubstituted or substituted 5-membered or 6-membered 1,2-C-bonded cycloalkylene or cycloalkenylene bridge,and the basic salts of the compounds I in which R.sup.3 is hydroxycarbonyl or hydroxythiocarbonyl, and the acidic salts of the compounds I which contain a basic nitrogen atom,with the exception of 1-phenyl- and 1-methyl-4-cyano-5-acylaminopyrazole, 1-methyl-4-cyano-5-(chloromethylcarbonylamino)-pyrazole, 1-methyl-4-cyano-5-(phenylcarbonylamino)-pyrazole, 1-methyl-4-cyano-5-(p-chlorophenylcarbonylamino)-pyrazole and the compounds I in which R.sup.1 is methyl, phenyl, 4-chlorophenyl or 4-nitrophenyl, R.sup.2 is hydrogen, methyl or trifluoromethyl, R.sup.3 is cyano and R.sup.4 and R.sup.5 are simultaneously hydrogen, and herbicides which contain 2-(4-hetaryloxy)- and 2-(4-aryloxy)-phenoxyacetic acid or -propionic acid derivatives and/or cyclohexenone derivatives as herbicidal active ingredients and substituted 5-aminopyrazoles I' or, in the case of acidic terminal groups or basic nitrogen atoms, the salts of I' as antidotes.