On the Reaction Products of 4-Substituted 3-Pyridinesulfonamides with Some Benzenesulfonyl Chloride Derivatives

Abstract

The reactions of 4-substituted 3-pyridinesulfonamides 1a, 1b, 1c, 1d, 1e with benzenesulfonyl chlorides 2a, 2b, 2c, 2d, 2e, 2f in acetonitrile were investigated. Depending on the structure of arylsulfonyl chlorides and the reaction conditions the following four types of products were obtained in good yields: 3-sulfamoyl-4-R-1-arylpyridinium chlorides 3, 4, 5, 6, 7, 8; 1,10-bis(3-nitrobenzenesulfonylimino)deca-2,4,6,8-tetraene-2,9-disulfonamides 9, 10, 11, 12; 1-substituted 1,4-dihydro-4-oxo-3-pyridinesulfonamides 13, 14; and 4-methoxy-3-[N-(2,5-dichlorophenyl)sulfonyl] sulfonamidates 15 and 16. The mechanisms of these reactions were discussed.