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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
Received: 26 August 2004; in revised form: 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 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.; 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.

AMA Style

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(8):961-970.

Chicago/Turabian Style

Yüksek, Haydar; Ücüncü, Osman; Alkan, Muzaffer; Ocak, Zafer; Bahceci, Sule. 2005. "Synthesis and Non-Aqueous Medium Titrations of Some New 4-Benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives." Molecules 10, no. 8: 961-970.


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