1-[pyri(mi)dyl-(2)]-hydroxy-pyrazole microbicides
AssigneeBayer Aktiengesellschaft
InventorsKlaus Sasse, Michael Schwamborn, Peter Wachtler, Monika Frie, Georg-Wilhelm Ludwig, Wilfried Paulus, Hans-Georg Schmitt
Life of this patent
Estimating the term…
Abstract
The invention relates to the use of certain 1-[2-pyri(mi)dyl]-5-hydroxy-pyrazoles which are characterized by formula (I) given in the description, as microbicides for the protection of industrial materials, and to certain novel 1-[2-pyri(mi)dyl]-5-hydroxy-pyrazoles which are characterized by formula (II) given in the description.
Claims5
A method of combating microbes which comprises applying to such microbes or to a microbe habitat a microbicidally effective amount of a 1-(2-pyridyl)-5-hydroxy-pyrazole of the formula ##STR56## in which R represents hydrogen, C.sub.1 -C.sub.12 -alkyl, optionally substituted with one or more substituents selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.6 -alkoxycarbonyl,
- or represents an aralkyl group selected from the group consisting of benzyl, .alpha.-methylbenzyl, .alpha.,.alpha.-dimethylbenzyl, 2-phenylethyl, .alpha.naphthylmethyl and .beta.-naphthylmethyl each of which is optionally substituted with a substituent selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto and cyano;
- represents C.sub.1 -C.sub.12 -alkoxy;
- R.sub.1 represents hydrogen or C.sub.1 -C.sub.12 -alkyl, optionally substituted with one or more substituents selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.6 -alkoxycarbonyl;
- or an allyl group,
- or a propinyl, 1-iodo-propinyl or 3,3-dimethylpropinyl group;
- or C.sub.5 -C.sub.7 -cycloalkyl, optionally substituted by C.sub.1 -C.sub.4 -alkyl, fluorine or chlorine;
- or an aralkyl group selected from the group consisting of benzyl, .alpha.-methylbenzyl, .alpha.,.alpha.-dimethylbenzyl, 2-phenylethyl, .alpha.-naphthylmethyl and .beta.-naphthylmethyl each of which is optionally substituted with a substituent selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto and cyano;
- or C.sub.1 -C.sub.12 -alkoxy;
- or C.sub.1 -C.sub.4 -alkylmercapto, optionally substituted by halogen;
- or benzyloxy, optionally substituted by one or more substituents selected from the group consisting of halogen and C.sub.1 -C.sub.4 -alkyl;
- or benzylmercapto, optionally substituted by one or more substituents selected from the group consisting of halogen and C.sub.1 -C.sub.4 -alkyl;
- or phenoxy, optionally substituted by one or more substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, cyano, nitro, trifluoromethyl and difluoromethyl;
- or phenylmercapto, optionally substituted by one or more substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, cyano, and nitro;
- or methoxycarbonyl or ethoxycarbonyl;
- or carboxamido, N-methylcarboxamido or N,N-dimethylaminocarboxamido;
- or R.sub.1 together with R forms a divalent alk(en)ylene radical which has 3 to 6 c atoms in the chain,
- R.sub.2 represents halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto, C.sub.1 -C.sub.4 -alkoxycarbonyl or aminocarbonyl, and
- n represents zero or an integer from 1 to 3, where R.sub.2 can represent identical or different radicals when n is 2 or 3.
A 1-(2-pyridyl)-5-hydroxy-pyrazole of the formula ##STR57## in which R.sup.1 represents hydrogen or C.sub.6 -C.sub.10 -alkyl, optionally substituted with one or more substituents selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.6 -alkoxycarbonyl;
- or represents an aralkyl group selected from the group consisting of benzyl, .alpha.-methylbenzyl, .alpha.,.alpha.dimethylbenzyl, 2-phenylethyl, .alpha.-naphthylmethyl and .beta.-naphthylmethyl each of which is optionally substituted with a substituent selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto and cyano;
- or represents C.sub.1 -C.sub.12 -alkoxy;
- R.sub.1 ' represents C.sub.6 -C.sub.12 -alkyl, optionally substituted with one or more substituents selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.6 -alkoxycarbonyl;
- or an allyl group;
- or a propinyl, 1-iodo-propinyl or 3,3-dimethylpropinyl group;
- or C.sub.5 -C.sub.7 -cycloalkyl, optionally substituted by C.sub.1 -C.sub.4 -alkyl, fluorine or chlorine;
- or an aralkyl group selected from the group consisting of benzyl, .alpha.-methylbenzyl, .alpha.,.alpha.-dimethylbenzyl, 2-phenylethyl, .alpha.-naphthylmethyl and .beta.-naphthylmethyl each of which is optionally substituted with a substituent selected from the group consisting of chlorine, fluorine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto and cyano;
- or C.sub.1 -C.sub.12 -alkoxy;
- or C.sub.1 -C.sub.4 -alkylmercapto, optionally substituted by halogen;
- or benzyloxy, optionally substituted by one or more substituents selected from the group consisting of halogen and C.sub.1 -C.sub.4 -alkyl;
- or benzylmercapto, optionally substituted by one or more substituents selected from the group consisting of halogen and C.sub.1 -C.sub.4 -alkyl;
- or phenoxy, optionally substituted by one or more substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, cyano, nitro, trifluoromethyl and difluoromethyl;
- or phenylmercapto, optionally substituted by one or more substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, cyano, and nitro;
- or methoxycarbonyl or ethoxycarbonyl;
- or carboxamido, N-methylcarboxamido or N,N-dimethylaminocarboxamido;
- or R.sub.1 ' together with R' forms a divalent alk(en)ylene radical which has 3 to 6 c atoms in the chain.
Dependencies are inferred from the claim text.