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E-Journal of Chemistry
Volume 8 (2011), Issue 4, Pages 1734-1746

In Virto Antioxidant Activities of New 4,5-Dihydro-1H,2,4-triazol-5-ones having Thiophene Ring with their Acidic Properties

H. Yuksek,1 F. Islamoglu,2 O. Gursoy Kol,1 S. Bahceci,3 M. Bekar,3 and M. Aksoy3

1Department of Chemistry, Faculty of Science and Arts, Kafkas University, Kars-36100, Turkey
2Department of Chemistry, Faculty of Science and Arts, Rize University, Rize-53100, Turkey
3Fatih Education Faculty, Karadeniz Technical University, Trabzon-61355, Turkey

Received 19 February 2011; Accepted 16 April 2011

Copyright © 2011 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


Seven new 3-alkyl(aryl)-4-(2-thienymethylenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) were synthesized by the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with thiophene-2-carbaldehyde. In addition, N-acetyl derivatives of compounds 2d-2g were also prepared. The structures of eleven new compounds synthesized were determined by elemental analysis as well as IR, NMR and UV spectral data. In addition, compounds 2a-g and 3a, 3b, 3d-f were also screened for their antioxidant activities and 2a-g were potentiometrically titrated with tetrabutylammonium hydroxide (TBAH) in four nonaqueous solvents (isopropyl alcohol, t-butyl alcohol, acetonitrile and N,N-dimethyl formamide). Also half-neutralization potential values and the corresponding pKa values were determined in all cases.