Synthesis and Potentiometric Titrations of Some New 4-(Benzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives in Non-Aqueous Media
- 1 January 2002
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 67 (8), 1215-1222
- https://doi.org/10.1135/cccc20021215
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.Keywords
This publication has 11 references indexed in Scilit:
- Potentiometric Titrations of Some 2-Substituted 5-Nitrobenzimidazole Derivatives in Nonaqueous SolventJournal of Chemical & Engineering Data, 1995
- Reaction of 4-Amino-4,5-dihydro-1H-1,2,4-triazol-5-ones with 2,5-DimethoxytetrahydrofuranCollection of Czechoslovak Chemical Communications, 1994
- ACETYLATION OF 4-AMINO-44-DIHYDRO-1H-1,2,4-TRIAZOL-5-ONESOrganic Preparations and Procedures International, 1993
- Synthesis of some benzylidenamino compoundsMonatshefte für Chemie / Chemical Monthly, 1991
- Alkylaminonitrobenzenes by vicarious nucleophilic amination with 4-(alkylamino)-1,2,4-triazolesThe Journal of Organic Chemistry, 1988
- Synthesis of new derivatives of 4‐amino‐2,4‐dihydro‐1,2,4‐triazol‐3‐one as potential antibacterial agentsJournal of Heterocyclic Chemistry, 1984
- Synthèse d'amino‐4 aryl‐3 triazol‐1,2,4 ones‐5Journal of Heterocyclic Chemistry, 1979
- Reporter group at the active site of acetoacetate decarboxylase. I. Ionization constant of the nitrophenolJournal of the American Chemical Society, 1971
- The thermal decomposition of 3‐azido‐4‐benzylideneamino‐s‐triazolesJournal of Heterocyclic Chemistry, 1966
- Über 1.2.4‐Triazole, IX: Synthesen und Reaktionen von 4‐Amino‐1.2.4‐triazolonen‐(5)European Journal of Inorganic Chemistry, 1965