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A Study on 4-Acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones
Education Faculty, Kafkas University, 36100 Kars, Turkey
Department of Chemistry, Rize University, Rize, Turkey
Fatih Education Faculty, Karadeniz Technical University, 61335 Trabzon, Turkey
Gaziosmanpasa University, Dept. of Chemistry, Tokat, Turkey
Department of Chemistry, Karadeniz Technical University, 61100 Trabzon, Turkey
* Author to whom correspondence should be addressed.
Received: 28 May 2007; in revised form: 2 August 2007 / Accepted: 2 August 2007 / Published: 13 August 2007
Abstract: Five novel 3-alkyl-4-phenylacetylamino-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 (1) with phenylacetyl chloride and characterized by elemental analyses and IR, 1HNMR, 13C-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, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide, and the half-neutralization potential values and the corresponding pKa values were determined for all cases. In addition, these new compounds and five recently reported 3-alkyl-4-(pmethoxybenzoylamino)- 4,5-dihydro-1H-1,2,4-triazol-5-ones (3) were screened for their antioxidant activities.
Keywords: 4; 5-Dihydro-1H-1; 2; 4-triazol-5-ones; Acylation; Acidity; Potentiometric titrations; pKa; Antioxidant.
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Alkan, M.; Yüksek, H.; İslamoğlu, F.; Bahçeci, S.; Calapoğlu, M.; Elmastaş, M.; Akşit, H.; Özdemir, M. A Study on 4-Acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones. Molecules 2007, 12, 1805-1816.
Alkan M, Yüksek H, İslamoğlu F, Bahçeci S, Calapoğlu M, Elmastaş M, Akşit H, Özdemir M. A Study on 4-Acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones. Molecules. 2007; 12(8):1805-1816.
Alkan, Muzaffer; Yüksek, Haydar; İslamoğlu, Fatih; Bahçeci, Sule; Calapoğlu, Mustafa; Elmastaş, Mahfuz; Akşit, Hüseyin; Özdemir, Mustafa. 2007. "A Study on 4-Acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones." Molecules 12, no. 8: 1805-1816.