Benzazoles. 4. Synthesis and chemical reactions of 6-chlorosulfonylbenzoxazolin-2-ones
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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 SnCl2·2H2O gave 6-mercaptobenzoxazolin-2-ones.
Keywordsamides of 2-oxobenzoxazoline-6-sulfonic acids 6-mercaptobenzoxazolin-2-ones 6-chloro-sulfonylbenzoxazolin-2-ones reduction nucleophilic substitution electrophilic substitution
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