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

Haydar Yüksek, Osman Ücüncü, Muzaffer Alkan, Zafer Ocak, Sule Bahceci
2005 Molecules  
The synthesis of 3-alkyl(aryl)-4-(3-ethoxy-4-hydroxybenzylidenamino)-4,5dihydro-1H-1,2,4-triazol-5-ones 3 from the reactions of 3-alkyl(aryl)-4-amino-4,5dihydro-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 type 4 and 5, respectively, were investigated. The newly synthesized compounds were characterized using elemental analyses and IR, 1 H-NMR, 13 C-NMR and UV spectral data. In
more » ... al data. In addition, to investigate the effects of solvents and molecular structure upon acidity, compounds 3 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,Ndimethylformamide). The half-neutralization potential values and the corresponding pK a values were determined for all cases.
doi:10.3390/10080961 pmid:18007364 fatcat:cu3mdb3pszgjrbrr6n6rem3eli