Compounds with potential antitubercular activity

Abstract

Nitrosation of resorcinol monoalkyl ethers, followed by reduction of the nitroso compounds to amines, and reaction of the latter with potassium xanthate gives 6-methoxy-and 6-ethoxy-2-mercaptobenzoxazoles. Oxidation of the latter with potassium permanganate gives the potassium salts of the corresponding 6-alkoxy-2-benzoxazole sulfonic acids. Treatment of these salts with potassium cyanide gives a mixture of amides and nitriles of the 6-alkoxy-2-benzoxazole carboxylic acids; the nitriles are converted into thioamides. Reaction of potassium 6-ethoxy-2-benzoxazole sulfonates with 2-aminothiazole gives a quite insignificant yield of 6-ethoxy-2-(thiazolyl-2′-amino) benzoxazole.