Lange J, Tondys H
Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):203-9.
Three isomeric 4-(carboxyphenyl)-3,5-diphenyl-1,2,4-triazoles (III) were prepared by condensation of bis(alpha-chlorobenzylidene)hydrazine (I) with ethyl aminobenzoate and subsequent alkaline hydrolysis of the ethyl esters (II) of III. III were also obtained by hydrolysis of the cyano compounds (IV) and by oxidation of the methyl derivatives (VI). A similar condensation of I with aminopyridines led to 4-pyridyl-3,5-diphenyl-1,2,4-triazoles (VII). Reduction of three isomeric 4-(nitrophenyl)-3,5-diphenyl-1,2,4-triazoles (X) (Fe/AcOH) gave the corresponding amino derivatives (XI). In the preparation of X, the method employing N-(nitrophenyl)-benzimidoyl chloride (VIII) and benzhydrazide (IX) proved to be most advantageous. Slight bacteriostatic activity of the triazoles prepared was observed in standard in vitro tests.