Synthesis, acidity and antioxidant properties of some novel 3,4-disubstituted-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives.
3-Alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 2a-g reacted with 4-diethylaminobenzaldehyde to afford the corresponding 3-alkyl(aryl)-4-(4-diethyl-aminobenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3a-g. The acetylation reactions of compounds 3a-e were investigated and compounds 4a-e were thus obtained. The new compounds were characterized using IR, (1)H-NMR, (13)C-NMR, UV and MS spectral data. In addition, the newly synthesized compounds 3a-g were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, tert-butyl alcohol, acetone and N,N-dimethylformamide (DMF), and the half-neutralization potential values and the corresponding pKa values were determined for all cases. Moreover, 3 and 4 type compounds were also screened for their antioxidant activities.
Alkan
Muzaffer
M
Education Faculty, Kafkas University, 36100 Kars, Turkey. muzzo_61@yahoo.com
Yüksek
Haydar
H
Gürsoy-Kol
Ozlem
O
Calapoğlu
Mustafa
M
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry*; D002614:Chelating Agents / Q000494:pharmacology; D005292:Ferricyanides / Q000737:chemistry; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology; D008670:Metals; D010084:Oxidation-Reduction / Q000187:drug effects; D011199:Potentiometry; D012997:Solvents; D017186:Titrimetry; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D024502:alpha-Tocopherol / Q000494:pharmacology
D000975:Antioxidants; D002614:Chelating Agents; D005292:Ferricyanides; D016166:Free Radical Scavengers; D008670:Metals; D012997:Solvents; D014230:Triazoles; D024502:alpha-Tocopherol; C028033:potassium ferricyanide