Synthesis and Antibacterial Activity of Some New Functionalized Derivatives of 4-amino-5-benzyl-4H-[1,2,4]-triazole-3-thiol

The use of 4-amino-5-benzyl-4H- [1, 2, 4]triazole-3-thiol (1) as a precursor to synthesize some new biologically active heterocycles has been found to be effective. Condensation of 1 with appropriate aldehydes gave the new Schiff bases 2a, b, which either by cyclization with thioglycolic acid gave 3a, b, or by Mannich reaction using morpholine gave 4a, b. Reaction of 1 with different halogen compounds such as, benzenesulphonyl chloride, chloroacetamide, chloroacetone, phenyl acetyl chloride, chloroacetic acid, oxalyl chloride and dichloroacetic acid afforded the newly compounds 5, 6, 7, 8, 9, 10 and 11 respectively. The chemical structures of the prepared compounds were characterized by considering the data of their elemental analyses as well as their spectral data of their FT-IR, 1H NMR, 13C NMR and Mass spectra. Investigation of the antibacterial activity of these compounds was done by the paper disc technique. Some of the tested compounds showed high and favorable antibacterial activity.