Folgeprodukte aus Sulfonamiden. VI. Darstellung und Cyclisierung von N‐Allyl‐N′‐arylsulfonyl‐thioharnstoffen

Abstract

Consecutive Products of Sulphonamides. VI. Synthesis and Cyclization of N‐Allyl‐N′‐arylsulphonyl‐thioureas N‐Allyl‐N′‐arylsulphonyl‐thioureas 3a–e are synthesized by addition reaction of substituted arensulphonamides 2a–e and allylisothiocyanate 1. The thioureas 3a–e react with hydrogen bromide in acetic acid or bromine in chloroform to 2‐(arylsulphonylimino)‐5‐methyl‐(or bromomethyl)thiazolidines 8a‐j. The mechanism of reaction and the structures are discussed by means of i.r., m.s. and 1H‐n.m.r. data.