Author:
Bahçeci Şule,Yüksek Haydar,Ocak Zafer,Azakli Ibrahim,Alkan Muzaffer,Özdemir Mustafa
Abstract
The synthesis of 3-alkyl(aryl)-4-[4-(dimethylamino)benzylideneamino]-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 4-(dimethylamino)benzaldehyde is described. The newly synthesized 3 type compounds were titrated potentiometrically with tetrabutylammonium hydroxide in three non-aqueous solvents, including acetonitrile, isopropyl alcohol and N,N-dimethylformamide. The half-neutralization potential values and the corresponding pKa values were determined for all cases. Thus, the effects of solvents and molecular structure upon acidity were investigated. In addition, N-acetyl derivatives of 3 type compounds were also obtained. The new synthesized compounds in the study were fully characterized.
Publisher
Institute of Organic Chemistry & Biochemistry
Cited by
23 articles.
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1. Synthesis, Biological and Acidic Properties of Some New 2-Ethoxy-4-[(3-alkyl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethine]-phenyl 2-Methylbenzoate Derivatives;Moscow University Chemistry Bulletin;2022-12
2. Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones;Turkish Journal of Analytical Chemistry;2021-12-11
3. Synthesis, in vitro antioxidant activity, and physicochemical properties of novel 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives;Journal of Molecular Liquids;2015-06
4. Synthesis and biological evaluation of new 1,2,4-triazole derivatives with their potentiometric titrations;Medicinal Chemistry Research;2015-02-10
5. The 1-acetyl-3-methyl-4-[3-methoxy-4-(4-methylbenzoxy)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one molecule investigated by a joint spectroscopic and quantum chemical calculations;Journal of Molecular Structure;2014-01