SUBSTITUIERTE 5-AMINOPYRAZOLE

摘要

Substituted 5-aminopyrazols have formula (I), in which R<1> stands for C1-C8-alkyl, C1-C8-hydroxyalkyl, phenyl, that can also carry 1-3 of the following residues: halogen, nitro, alkyl, halogen alkyl, alkoxy, halogen alkoxy, alkylthio or -NR<6>R<7>, and that can in addition carry as many halogen atoms as necessary for the total number of residues to be 5; R<6>, R<7> stand for H, C1-C4-alkyl; R<2> stands for H, C1-C4-alkyl, C1-C4-halogen alkyl; R<3> stands for CN, -CO-R<8>, -CS-R<8>; R<8> stands for OH, C1-C4-alkoxy, NH2, C1-C4-alkylamino, di-(C1-C4)-alkylamino; R<4>, R<5> stand for H, C1-C4-alkyl, -PX(OR<9>)2, -SO2-R<9>, -CX-R<10>, -CX-NH-CY-R<9>, CX-NH-SO2-R<11>; X, Y stand for O, S; R<9> stands for one of the substituents named under R<1>; R<10> stands for C1-C20-alkyl, C1-C4-alkoxy, if necessary substituted phenyl, NH2; R<11> stands for NH2, C1-C4-alkylamino, di-(C1-C4)-alkylamino, pyrolidinyl, piperidinyl, morpholinyl; R<4> and R<5> together represent a group =CR<12>R<13> or -CO-W-CO; R<12> stands for H, NH2, C1-C4-alkylamino or C3-C8-cycloalkylamino; R<13> stands for NH2, C1-C4-alkylamino, di-(C1-C4)alkylamino, C3-C8-cacloalkylamino, pyrrolidin-1-yl, pipieridin-1-yl, morpholin-4-yl, if necessary substituted phenyl or pyridyl; W stands for an ethylene or ethenylene bridge, if necessary substituted, a 5 or 6 membered, 1,2-C linked aromatic or heteroaromatic bridge, if necessary substituted, or a 5 or 6 membered, 1,2-C linked cycloalkylene or cycloalkenylene bridge, if necessary substituted. Also disclosed are the basic salts of such compounds (I), in which R<3> stands for a hydroxycarbonyl or hydroxythiocarbonyl group, and the acid salts of such compounds (I), containing a basic nitrogen atom, with the exception of 1-phenyl- and 1-methyl-4-cyano-5-(acylamino)-pyrazol, 1-methyl-4-cyano-5-(chloromethylcarbonylamino)-pyrazol, 1-methyl-4-cyano-5-(phenylcarbonylamino)-pyrazol, 1-methyl-4-cyano-5-(p-chlorophenylcarbonylamino)-pyrazol, as well as the compounds (I), in which R<1> stands for a methyl, phenyl, 4-chlorophenyl or 4-nitrophenyl group, R<2> stands for hydrogen, a methyl or trifluoromethyl group, R<3> stands for a cyano group and R<4> and R<5> simultaneously stand for hydrogen. Also disclosed are herbicides that contain 2-(4-heteroaryloxy)- and 2-(4-aryloxy)- phenoxyacetic acid or propionic acid derivatives and/or cyclohexenone derivatives as herbicidal active substances and substituted 5-aminopyrazols I' as antidotes, as well as the salts of I', if acid terminal groups or basic nitrogen atoms are present.