31848-21-2Relevant articles and documents
Cyclization reactions of 2-methylbenzenesulfonamides using N,N-dimethylcarbamoyl chloride, N,N-dimethylthiocarbamoyl chloride, and N,N-dimethylsulfamoyl chloride
Takahashi, Masahiko,Morimoto, Tomoya,Isogai, Ken-ich,Tsuchiya, Sousi,Mizumoto, Keisuke
, p. 1759 - 1769 (2007/10/03)
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).