Synthesis and In vitro Antimicrobial Properties of Some New 4-(2-Benzoxy-3-ethoxy)-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol- 5-one Derivatives

Abstract

Aims: The present study involved the synthesis of heterocycylic Schiff bases and their biological activity. Study Design: Synthesizing some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives and determining their chemical structure via IR and NMR spectroscopy. The synthesized compounds were analyzed for their in vitro potential antimicrobial and antioxidant activities. Place and Duration of Study: Department of Chemistry, Kafkas University, Kars, Turkey. Between September 2010 to September 2012. Methodology: Nine new 3-alkyl(aryl)-4-(2-benzoxy-3-ethoxy-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) were synthesized by the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with 2-benzoxy-3-ethoxy-benzaldehyde (2) which had also been synthesized by the reactions of 3-ethoxysalicylaldehyde with benzoyl chloride by using triethylamine. Results: Schiff bases were synthesized and their structures were determined with spectral methods. Antimicrobial and antioxidant evaluation were carried out, presented and discussed. Conclusion: Synthesis and structural determination of the new 3-alkyl(aryl)-4-(2-benzoxy-3-ethoxy-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) was successful. Considering both the antimicrobial and the antioxidant evaluation, compound 3c exhibited moderate effect.