Reaction of 3-(Alkylsulfanylmethyl)pentane-2,4-diones and 4-(Alkylsulfanyl)-3-(alkylsulfanylmethyl)butan-2-ones with Phenylhydrazine in the Presence of Zinc Chloride

Abstract

3-[(Alkylsulfanyl)methyl]pentane-2,4-diones reacted with phenylhydrazine in the presence of zinc chloride to give the expected products, 4-[(alkylsulfanyl)methyl]-3,5-dimethyl-1-phenyl-1H-pyrazoles, together with 1-(3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone. The reaction of 3-[(alkylsulfanyl)methyl]-4-(alkylsulfanyl)butan-2-ones with phenylhydrazine under similar conditions afforded 3,4-dimethyl-1-phenyl-1H-pyrazole as the major product.