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Molecules 2005, 10(8), 961-970; doi:10.3390/10080961
Article

Synthesis and Non-Aqueous Medium Titrations of Some New 4-Benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives

1,* , 2, 1, 1 and 3
1 Education Faculty, Kafkas University, 36100 Kars, Turkey 2 Department of Chemistry, Kafkas University, 36100 Kars, Turkey 3 Fatih Education Faculty, Karadeniz Technical University, 61080 Trabzon, Turkey
* Author to whom correspondence should be addressed.
Received: 26 August 2004 / Revised: 9 April 2005 / Accepted: 10 April 2005 / Published: 31 August 2005
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Abstract

The synthesis of 3-alkyl(aryl)-4-(3-ethoxy-4-hydroxybenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3 from the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 2 with 3-ethoxy-4-hydroxybenzaldehyde is described.The acetylation and methylation reactions of the compounds 3 giving compounds of type4 and 5, respectively, were investigated. The newly synthesized compounds werecharacterized using elemental analyses and IR, 1H-NMR, 13C-NMR and UV spectral data.In addition, to investigate the effects of solvents and molecular structure upon acidity,compounds 3 were titrated potentiometrically with tetrabutylammonium hydroxide infour non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide). The half-neutralization potential values and the corresponding pKavalues were determined for all cases.
Keywords: 4; 5-Dihydro-1H-1; 2; 4-triazol-5-one; Schiff base; acidity; potentiometric titrations; methylation; acetylation. 4; 5-Dihydro-1H-1; 2; 4-triazol-5-one; Schiff base; acidity; potentiometric titrations; methylation; acetylation.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Yüksek, H.; Ücüncü, O.; Alkan, M.; Ocak, Z.; Bahceci, S. Synthesis and Non-Aqueous Medium Titrations of Some New 4-Benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives. Molecules 2005, 10, 961-970.

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