SYNTHESIS AND NON-AQUEUS MEDIUM TITRATIONS OF SOME NEW 3- ALKYL(ARYL)-4-[2-(4-METHOXYBENZOXY)- 3-METHOXY]- BENZYLİDENAMINO-4,5-DIHYDRO-1H-1,2,4-TRIAZOL-5-ONES

Abstract

In this study, seven new 3-alkyl(aryl)-4-[2-(4-methoxybenzoxy)-3-methoxy]-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones were synthesized from the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones with 3-methoxy-2-(4-methoxybenzoxy)-benzaldehyde, which was obtained from the reaction of 2-hydroxy-3-methoxybenzaldehyde with p-methoxybenzoyl chloride by using triethylamine. The new compounds synthesized were characterized by using 1H-NMR, 13CNMR and UV spectral data. In addition, to investigate the effects of solvents and molecular structure upon acidity, the prepared 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents, including acetone, isopropyl alcohol, DMSO and N,N-dimethylformamide. The half-neutralization potential values and the corresponding pKa values were determined for all cases.

Keywords

• 3-alkyl(aryl)-4-
• 2-(4-methoxybenzoxy)-3-methoxy
• -benzylidenamino-4.5-dihydro-1H-1.2.4-triazol-5-ones
• potentiometric titration

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