CXCVI.—N-halogen derivatives of the p-halogen-substituted benzenesulphonamides

Robert Reginald Baxter, Frederick Daniel Chattaway
1915 Journal of the Chemical Society Transactions  
THE recent employment of the soluble sodium salts of various sulphonmonochloroamides in the treatment of infected wounds (Dakin, Brit. Med. J., August 28th, 1915) has directed considerable attention to these substances. The simpler compounds which have hitherto been used were described some ten years ago (Chattaway, T., 1905, 87, 145); the present paper contains an account of a number of similar substances containing halogen also in the nucleus, some of which may prove t o be of practical
more » ... y. The sulphondichloroamides, which are among the most stable of N-halogen derivatives, are easily produced by the action of hypochlorous acid on the sulphonamides : R*SOz*NHz + 2HOC1 =R*SO,*NCl, + 2H2O. The salts of the sulphonrnonochloroamides produced by the action of alkali hydroxides on the sulphondichloroamides, R*SO,*NCl, + NaOH = R*SO(ONa):NCl + H20 (Chattaway, Zoc. cit.) are very readily soluble in water; they are powerful antiseptics, and are practically non-irritating (Dakin, Zoc. cit.). The sulphondibromoamides are produced by the action of hypobromous acid on the sulphonamides, and react. with alkali hydroxides t o give salts of the monobromoamides,
doi:10.1039/ct9150701814 fatcat:fubnl4mm55bxflnffj47msfeua