Synthesis and non-aqueous medium titrations of some new 4-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives.
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 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 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,N-dimethylformamide). The half-neutralization potential values and the corresponding pKa values were determined for all cases.
Yüksek
Haydar
H
Education Faculty, Kafkas University, 36100 Kars, Turkey. yuksek98@yahoo.com
Uçüncü
Osman
O
Alkan
Muzaffer
M
Ocak
Zafer
Z
Bahçeci
Sule
S
D019840:2-Propanol / Q000737:chemistry; D004126:Dimethylformamide / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D011199:Potentiometry; D012996:Solutions; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D012996:Solutions; D014230:Triazoles; D004126:Dimethylformamide; D019840:2-Propanol