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Molecules 2008, 13(1), 107-121; doi:10.3390/molecules13010107

Synthesis, Acidity and Antioxidant Properties of Some Novel 3,4-disubstituted-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives

1
Education Faculty, Kafkas University, 36100 Kars, Turkey
2
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
*
Author to whom correspondence should be addressed.
Received: 6 December 2007 / Revised: 18 January 2008 / Accepted: 18 January 2008 / Published: 19 January 2008
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Abstract

3-Alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 2a-g reacted with4-diethylaminobenzaldehyde to afford the corresponding 3-alkyl(aryl)-4-(4-diethylaminobenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3a-g. The acetylationreactions of compounds 3a-e were investigated and compounds 4a-e were thus obtained.The new compounds were characterized using IR, 1H-NMR, 13C-NMR, UV and MSspectral data. In addition, the newly synthesized compounds 3a-g were titratedpotentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents suchas isopropyl alcohol, tert-butyl alcohol, acetone and N,N-dimethylformamide (DMF), andthe half-neutralization potential values and the corresponding pKa values were determinedfor all cases. Moreover, 3 and 4 type compounds were also screened for their antioxidantactivities.
Keywords: 4; 5-Dihydro-1H-1; 2; 4-triazol-5-ones; Schiff base; Acetylation; Antioxidant 4; 5-Dihydro-1H-1; 2; 4-triazol-5-ones; Schiff base; Acetylation; Antioxidant
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Alkan, M.; Yüksek, H.; Gürsoy-Kol, Ö.; Calapoğlu, M. Synthesis, Acidity and Antioxidant Properties of Some Novel 3,4-disubstituted-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives. Molecules 2008, 13, 107-121.

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