synthesis and structure elucidation of 4-(4-amino-5-thioxo-4,5-dihydro-1h-1,2,4-triazol-3-yl-methylene)-2-phenyl-1h-imidazol-5(4h)-one
;Hooshang Vahedi;Navabeh Nami;Nasrin Nami
Journal of pharmaceutical and biomedical analysis2010Vol. 7pp. 1116-1119
113
vahedi2010e-journalsynthesis
Abstract
4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylen)-2-phenyl-1(3H)-imidazol-5-one (5) was synthesized in four steps in high yield. Benzimidinium chloride (1) reacted with dimethyl acetylenedicarboxylate to afford 2-phenyl-4-methoxycarbonylmethylen-1(3H)-imidazol-5-one (2) which was converted to 2-phenyl-4-hydrazinecarbonylmethylen-1(3H)-imidazol-5-one (3) using hydrazine hydrate in methanol. Furthermore, the reaction of (3) with carbon disulfide afforded compound (4) which can be used without further purification to achieve compound (5) using hydrazine hydrate.