Synthesis, acidity and antioxidant properties of some novel 3,4-disubstituted-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives

Alkan M., Yuksek H., Gursoy-Kol O., Calapoglu M.

MOLECULES, cilt.13, ss.107-121, 2008 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 13 Konu: 1
  • Basım Tarihi: 2008
  • Doi Numarası: 10.3390/molecules13010107
  • Dergi Adı: MOLECULES
  • Sayfa Sayıları: ss.107-121


3-Alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 2a-g reacted with 4-diethylaminobenzaldehyde to afford the corresponding 3-alkyl(aryl)-4-(4-diethylaminobenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3a-g. The acetylation reactions of compounds 3a-e were investigated and compounds 4a-e were thus obtained. The new compounds were characterized using IR, H-1-NMR, C-13-NMR, UV and MS spectral data. In addition, the newly synthesized compounds 3a-g were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, tert-butyl alcohol, acetone and N,N-dimethylformamide (DMF), and the half-neutralization potential values and the corresponding pK(a) values were determined for all cases. Moreover, 3 and 4 type compounds were also screened for their antioxidant activities.