Journal
HETEROCYCLES
Volume 55, Issue 9, Pages 1759-+Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-01-9287
Keywords
C, N-dianion; 1, 2-benzo[e]thiazine 1,1-dioxide; dimerization
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Generation of C,N-dianions (2) of 2-methylbenzenesulfonamides (1) followed by addition of N,N-dimethylcarbamoyl chloride gave 2-(N,N-dimethylcarbamoyl)methylbenzenesulfonamides (3), which were cyclized to 3,4-dihydro-2H-1,2-benzo[e]thiazin-3-one 1,1-dioxides (5). 3-Dimethylamino-2H-1,2-benzo)[e]thiazine. 1,1-dioxides (7) were obtained in one step by the reaction of 2 with N,N-dimethylthiocarbamoyl chloride. On the other hand, the reaction of 2 with N,N-dimethylsulfamoyl chloride yielded 2,2 ' -ethylene-bis(benzenesulfonamide)s (10) and / or 2,3-dihydro-1,2-benzothiazole 1,1-dioxides (11).
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