Studies on Isothiazoles. III. A Novel Ring Closure to Isothiazoles by the Reaction of α-Amino Ketones with Thionyl Chloride or Sulfur Monochloride

T Naito, S Nakagawa, J Okumura, K Takahashi…

Index: Naito,T. et al. Bulletin of the Chemical Society of Japan, 1968 , vol. 41, # 4 p. 959 - 964

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Citation Number: 11

Abstract

New compounds, 4-hydroxyisothiazoles, have been prepared by the reaction of α-amino ketones with thionyl chloride or sulfur monochloride, which is a novel procedure for cyclization to an isothiazole ring. Polar solvents, especially dimethylformamide (DMF), were preferable for this cyclization. The reaction hardly proceeded in a nonpolar solvent such as benzene, but was accelerated by an addition of a small amount of DMF.