Benzazoles. 4. Synthesis and chemical reactions of 6-chlorosulfonylbenzoxazolin-2-ones

ME Karimova, DA Dushamov, RS Kuryazov…

Index: Karimova; Dushamov; Kuryazov; Mukhamedov Chemistry of Heterocyclic Compounds, 2011 , vol. 47, # 1 p. 90 - 95

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Abstract

The corresponding 6-chlorosulfonyl derivatives were synthesized from benzoxazolin-2-one and its 3-methyl derivative by treatment with chlorosulfonic acid. By treatment of the compounds obtained with water and other nucleophilic reagents (aliphatic and heterocyclic amines) 2-oxobenzoxazoline-6-sulfonic acids and a series of their amides were obtained, while reduction with SnCl 2· 2H 2 O gave 6-mercaptobenzoxazolin-2-ones.