Synthesis of Organoselenium Sulfonamides as New Potential Cytokine Inducers: 2,2'-Diselenobis(benzenesulfonamides) and 1,3,2-Benzothiaselenazolone 1,1-Dioxides

摘要

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.