PROCESS FOR THE SULFINYLATION OF A PYRAZOLE DERIVATIVE

Disclosed is a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1 H-pyrazole-3-carbonitrile is reacted with a sulfinylating agent S in the presence of at least one amine acid complex wherein the amine(s) are selected fro...

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Hauptverfasser: LONGLET, JON, J, KUHN, OLIVER, KEIL, MICHAEL, SUKOPP, MARTIN, GRONING, CARSTEN
Format: Patent
Sprache:eng
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Zusammenfassung:Disclosed is a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1 H-pyrazole-3-carbonitrile is reacted with a sulfinylating agent S in the presence of at least one amine acid complex wherein the amine(s) are selected from cyclic secondary amines selected from piperidine, 2-methylpiperidine, 4-methylpiperidine, pyrrolidine, 2-methylpyrrolidine, 3-methylpyrrolidine, imidazolidine, pyrrole, piperazine, and morpholine, and the acid(s) are selected from p-toluenesulfonic acid, benzenesulfonic acid, 4-ethyl benzenesulfonic acid, 4-chlorobenzenesulfonic acid, xylenesulfonic acid, 2,3-dimethylbenzene sulfonic acid, 2,4:"dimethylbenzene sulfonic acid, 2,5-dimethylbenzene sulfonic acid, 2,6-dimethylbenzene sulfonic acid, 1-napthalenesulfonic acid, 2-napthalenesulfonic acid, mixtures of two or more of the isomers of dimethylbenzene sulfonic acid, mesitylene sulfonic acid, methane-sulfonic acid, camphor sulfonic acid, and trifluoromethylsulfonic acid, and with the addition of a halogenating agent, wherein S is [CF3S(O)]2O; or CF3S(O)X wherein X means fluoro, chloro, bromo, iodo, a hydroxy group, or an alkaline or alkaline earth metal salt of the hydroxy group; or mixtures thereof. Also disclosed is a method of treating animals against infestation or infection by parasites or protecting growing plants from infestation from insects, acarids or nematodes by applying or ingesting a 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)-pyrazole-3-carbonitrile prepared by the above process.