Synthesis of Some New 4-[2-(2-methylbenzoxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives with Their Antioxidant Properties
Haydar Yüksek
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
Buket Göksu
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
Sevda Manap
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
Murat Beytur *
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
Özlem Gürsoy-Kol
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
*Author to whom correspondence should be addressed.
Abstract
Aims: To synthesize heterocycylic Schiff bases and evaluate their antioxidant 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 new compounds were analyzed for their in vitro potential antioxidant activities.
Place and Duration of Study: Department of Chemistry, Kafkas University, Kars, Turkey. Between February 2014 to February 2015.
Methodology: Nine new 3-alkyl(aryl)-4-[2-(2-methylbenzoxy)-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-(2-methylbenzoxy)-benzaldehyde (2) which had also been synthesized by the reactions of 2-hydroxybenzaldehyde with 2-methylbenzoyl chloride by using triethylamine.
Results: Schiff bases were synthesized and their structures were determined with spectral methods. Antioxidant evaluation were carried out and discussed.
Conclusion: Synthesis and structural determination of the new 3-alkyl(aryl)-4-[2-(2-methylbenzoxy)-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) was successfully done. The antioxidant evaluation was determined.
Keywords: 1,2,4-Triazol-5-one, synthesis, Schiff base, antioxidant activity