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Synthesis of Organoselenium Sulfonamides as New Potential Cytokine Inducers: 2,2′‐Diselenobis(benzenesulfonamides) and 1,3,2‐Benzothiaselenazolone 1,1‐Dioxides
Author(s) -
Kloc Krystian,
Mlochowski Jacek
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199901)1999:1<67::aid-ejoc67>3.0.co;2-q
Subject(s) - chemistry , diphenyl diselenide , diselenide , benzoyl peroxide , bromine , medicinal chemistry , peroxide , sodium salt , salt (chemistry) , combinatorial chemistry , organic chemistry , inorganic chemistry , selenium , polymerization , polymer
A convenient method for the synthesis of 2,2′‐diselenobis(benzenesulfonamides) 4 and 2‐substituted 1,3,2‐benzothiaselenazole 1,1‐dioxides 2 , has been elaborated. It is based on the conversion of 2‐aminobenzenesulfonic acid into bis[2‐(chlorosulfonyl)phenyl] diselenide ( 6 ), and reaction with ammonia or primary amines to give the sulfonamides 4 . Finally, cyclization of these sulfonamides by oxidation with benzoyl peroxide or by treatment of their sodium or potassium salt with elemental bromine produces 1,3,2‐thiaselenazole 1,1‐dioxides 2 .