Chemistry of sulfonyl isocyanates and sulfonyl isothiocyanates. IX. Routes to substituted oxazolidin??2??ones and oxazolidine??2??thiones

…, CE Hayes, EB Blair, KR Stuhlmacher

Index: McFarland, J. W.; Hayes, C. E.; Blair, E. B.; Stuhlmacher, K. R. Journal of Heterocyclic Chemistry, 1980 , vol. 17, p. 271 - 272

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Citation Number: 3

Abstract

Abstract 4-Chlorobenzenesulfonyl isocyanate (I) reacted with 2-chloroethanol and 1-chloro- 2-propanol to give, respectively, 2-chloroethyl 4-chlorobenzenesulfonyl carbamate (III) and 1- chloro-2-propyl 4-chlorobenzenesulfonyl carbamate (VI). The carbamates III and VI cyclized under the influence of pyridine to afford, respectively, 3-(4-chlorobenzenesulfonyl) oxazolidin-2-one (IV) and 3-(4-chlorobenzenesulfonyl)-5-methyloxazolidin-2-one (VII). ...