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Molecules 2004, 9(4), 232-240; doi:10.3390/90400232
Article

Synthesis and Determination of pKa Values of Some New 3,4-Disubstituted-4,5-Dihydro-1H-1,2,4-triazol-5-one Derivatives in Non-aqueous Solvents

1,* , 1, 1, 3 and 2
1 Department of Chemistry, Kafkas University, 36100 Kars, Turkey 2 Department of Chemistry, Karadeniz Technical University, 61080 Trabzon, Turkey 3 Fatih Education Faculty, Karadeniz Technical University, 61335 Trabzon, Turkey
* Author to whom correspondence should be addressed.
Received: 12 June 2003 / Accepted: 11 March 2004 / Published: 31 March 2004
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Abstract

3-Alkyl(Aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) reacted with 2-furoyl chloride and thiophene-2-carbonyl chloride to afford the corresponding 3- alkyl(aryl)-4-(2-furoylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) and 3-alkyl(aryl)- 4-(2-thienylcarbonylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (4), respectively. The new compounds synthesized were characterized by using IR, 1H-NMR, 13C-NMR and UV spectral data together with elemental analysis. In addition, to investigate the effects of solvents and molecular structure upon acidity, compounds 3 and 4 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, N,N-dimethylformamide and acetonitrile). The half-neutralization potential values and the corresponding pKa values were determined for all cases.
Keywords: 4; 5-Dihydro-1H-1; 2; 4-triazol-5-ones; acylation; acidity; potentiometric titration; syntheses. 4; 5-Dihydro-1H-1; 2; 4-triazol-5-ones; acylation; acidity; potentiometric titration; syntheses.
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.

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MDPI and ACS Style

Yüksek, H.; Ocak, Z.; Alkan, M.; Bahçeci, S.; Özdemir, M. Synthesis and Determination of pKa Values of Some New 3,4-Disubstituted-4,5-Dihydro-1H-1,2,4-triazol-5-one Derivatives in Non-aqueous Solvents. Molecules 2004, 9, 232-240.

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