Synthesis and Some Chemical Behaviour of Certain Substituted Thiosemicarbazides

Abstract

Three new thiosemicarbazides (1 a‐c) were prepared from N‐[4‐phenyl‐5‐(2‐thienyl)‐1,2,4‐triazol‐3‐yl]mercaptoacetohydrazide. Reaction of (1 a‐c) with the appropriate phenacyl bromide afforded thiazoline derivatives (2 a‐i) whereas their reaction with chloroacetic acid or maleic anhydride gave the corresponding thiazolidine derivatives (3 a,b) and (4 a,b). Cyclodesulfurization of (1 a‐c) with DCCD in toluene yielded 5‐substituted‐amino‐1,3,4‐oxadiazoles (5 a,b), while their dehydration with PPA gave the corresponding 5‐substituted‐amino‐1,3,4‐thiadiazoles (6 a‐c). Six representative compounds were tested for their in‐vitro antimicrobial activity against some pathogenic microorganisms, some of them were proved to be active.

Synthesis and Characterization of Novel Arylaldehyde (Arylketone)‐(4‐Substituted phenyl‐5‐Substituted phenoxy‐Methyl‐4H‐1,2,4‐Triazole‐3‐yl)‐Thiol Acetyl Hydrazones

“…In addition, 1,2,4-triazoles have been reported to possess antibacterial, antifungal, antitubercular, antiviral, herbicidal, antihypertensive and insecticidal properties. [10][11][12][13][14][15] Some compounds consisting of 1,2,4-triazole rings and acyl hydrazone moiety which have been synthesized by Bayrak 16 showed antimicrobial activities. Prompted by these observations we designed the synthesis of a series of novel arylaldehyde (arylketone)-(4-substituted phenyl-5substituted phenoxy-methyl-4H-1,2,4-triazole-3-yl)-thiol acetyl hydrazones (5a-5g, 6a-6g) and two single-crystal structures of compounds 1b and 6d were obtained.…”