Chemical and Pharmaceutical Bulletin

Synthesis of Organosulfur Compounds. VIII. Cyclization Products from the Modified Willgerodt-Kindler Reaction

T Hisano, Y YABUTA

Index: Hisano,T.; Yabuta,Y. Chemical and Pharmaceutical Bulletin, 1973 , vol. 21, p. 511 - 517

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Citation Number: 13

Abstract

In order to clarify in more detail the cyclization mechanism of thioanilide to benzothiazole under the modified Willgerodt-Kindler reaction conditions, 2-picoline (III) was heated with meta-substituted anilines (IV) in the presence of sulfur and the reaction also gave thioanilides and one of the two possible benzothiazoles. The latter was proved tohave the structure of 5-substituted 2-(2-pyridyl) benzothiazoles (VI) by independent synthesis. On ...