Premium
On the Reaction Products of 4‐Substituted 3‐Pyridinesulfonamides with Some Benzenesulfonyl Chloride Derivatives
Author(s) -
Brzozowski Zdzisław,
Sławiński Jarosław,
Szafrański Krzysztof
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1013
Subject(s) - chemistry , acetonitrile , sulfonyl , medicinal chemistry , chloride , reaction conditions , organic chemistry , catalysis , alkyl
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.