Some pyrazolesulphenyl chlorides and derivatives

Abstract

Chlorination of bis-(3-methyl-1,5-diphenyl-, -(3,5-dimethyl-1-phenyl-, and -(3-methyl-1-p-nitrophenyl-5-phenyl-pyrazol-4-yl) disulphides (Ia–c) with chlorine (1 mol.) in carbon tetrachloride gives the corresponding sulphenyl chlorides. These have been characterized by the formation of sulphides with acetylacetone. 3-Methyl-1,5-diphenylpyrazole-4-sulphenyl chloride (IIIa) forms an adduct with cyclohexene, and derivatives with diethylamine, dimethylaniline, and acetone; all these reactions were carried out under nitrogen. Controlled chlorination of the disulphide (Ia) in moist acetic acid at ca. 15° gives the sulphonyl chloride. N.m.r. and i.r. spectra were used to identify some of the products.