Rapid synthesis of 2-cyanobenzothiazole, isothiocyanate and cyanoformanilide derivatives of dapsone

T Besson, J Guillard, CW Rees

Index: Besson, Thierry; Guillard, Jerome; Rees, Charles W. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 4 p. 563 - 566

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Citation Number: 13

Abstract

New derivatives of the leprostatic drug dapsone are prepared by way of imino-1, 2, 3- dithiazoles obtained by condensation of aromatic primary bisamines, including dapsone, with 4, 5-dichloro-1, 2, 3-dithiazolium chloride (Appel salt). Reactions, including microwave irradiation, initiated by nucleophilic attack at different sites of the dithiazole ring transform the bisiminodithiazoles into the symmetrical, and some unsymmetrical, title compounds.