A facile synthesis and antimicrobial activity of 3-(2-aroylaryloxy)methyl-5-mercapto-4-phenyl-4H-1,2,4-triazole and 2-(2-aroylaryloxy)methyl-5-N-phenylamino-1,3,4-thiadiazole analogues.

摘要

Substituted aroylaryloxy acethydrazides I (R1 = Cl, H; R2 = H; R1 = H; R2 = Cl, OMe, Me) have been synthesized from Et aroylaryloxy acetates and condensed with Ph isothiocyanate to yield the corresponding hydrazinecarbothioamides. Intramol. cyclization then gave the target compds., 3-(2-aroylaryloxy)methyl-5-mercapto-4-phenyl-4H-1,2,4-triazoles II (X = NPh; R3 = SH) and 2-(2-aroyl aryloxy)methyl-5-N-phenylamino-1,3,4-thiadiazoles II (X = S; R3 = NHPh) with sodium hydroxide and orthophosphoric acid, resp., in excellent yield. The four chlorinated compds. were found to have potent antimicrobial activity. [on SciFinder(R)]