1-ChIoromethyl-3,5-dimethylpyrazole hydrochloride. A useful synthetic intermediate

Abstract

1-Chloromethyl-3,5-dimethylpyrazole hydrochloride readily undergoes nucleophilic displacement with O-, N-, or S-nu-cleophiles. 1-Phenylthiomethyl-3,5-dimethylpyrazole can be lithiated at the CH 2 group and reacted with alkyl halides and carbonyl compounds. Desulfurization of the products affords a novel method of preparing N-substituted pyrazoles. Keywords: pyrazole, lithiation, chloromethylazoles, desulfurization.