PREPARATION OF SULFONAMIDES FROM SODIUM SULFONATES - PH3P-CENTER-DOT-BR-2 AND PH3P-CENTER-DOT-CL-2 AS A MILD HALOGENATING REAGENT FOR SULFONYL BROMIDES AND SULFONYL CHLORIDES

Arene-and alkanesulfonamides were prepared by treatment of the corresp onding sodium sulfonates with triphenylphosphine dibromide or dichlori de followed by amines in the presence of triethylamine via sulfonyl ha lides. Reactions of sodium amino-sulfonates gave cyclized products. Am idation of p-toluenesulfonic acid with triphenylphosphine dichloride w as also examined to give N-benzyl-p-toluenesulfonamide. Methyl p-tolue nesulfonate was obtained by esterification of sodium p-toluenesulfonat e via p-toluenesulfonyl chloride.