Ammonium Salts of Sulphanilamides and Sulphonic Acids

Abstract

SULPHANILAMIDE salts of a few sulphonic and carboxylic acids have been described^1,2,3, but they have not been isolated in pure form and characterized. In the course of our work on surface-active compounds, and with the object of examining their activity as intestinal bacteriostatic agents, we have prepared sulphanilamide salts of diisopropyl naphthalene sodium sulphonate (m.p. 220–22°), sodium dioctylsulphosuccinate, and lauryl-p-toluidide-2-sodium sulphonate. Suitable experimental conditions were first determined by the preparation of (a) salts of naphthalene-β-sulphonic acid and sulphanilamide (m.p. 263-64°), sulphathiazole (214–15°), sulphapyridine (152–53°), sulphadiazine (188°), sulphamerazine (118–120°), sulphaguanidine (225–26–), N¹-acetylsulphanilamide (254–55°), and p-aminobenzoic acid (decomp. above 260°) ; and (b) sulphanilamide salt of phenol-p-sulphonic acid (241–42° decomp.). The last salt, described earlier¹ as giving m.p. 216–220° (decomp.), was apparently a mixture containing sulphanilamide hydrochloride.