Synthesis, potentiometric titrations and antioxidant activities of some 4-acylamino-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives

Yuksek H., Alkan M., Islamoglu F., Bahceci S., Elmastas M., Calapoglu M., ...More

ASIAN JOURNAL OF CHEMISTRY, vol.20, no.7, pp.5311-5321, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 20 Issue: 7
  • Publication Date: 2008
  • Journal Name: ASIAN JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.5311-5321
  • Recep Tayyip Erdoğan University Affiliated: Yes

Abstract

Five novel 3-alkyl-4-cinnamoylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) were synthesized by the reactions of 3-alkyl-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (I)with cinnamoyl chloride and characterized by elemental analyses and IR,(1)H NMR, (13)C NMR and UV spectral data. The newly synthesized compounds 2 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, t-butyl alcohol, acetonitrile and N,N-dimethylformamide and the half-neutralization potential values and the corresponding pK(a) values were determined for all cases. In addition, these new compounds (except compound 2a) and five recently reported 3-alkyl-4-isobutyrylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) were screened for their antioxidant activities.