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  3. Volume 17, Number 4, 2023
  4. Synthesis, Biological and Acidic Properties of Novel 2-Methoxy-6-[(3-Alkyl/Aryl-4,5-Dihydro-1H- 1,2,4-Triazol-5-one-4-yl)-Azomethin]-Phenyl p-Nitrobenzoate Derivatives

Synthesis, Biological and Acidic Properties of Novel 2-Methoxy-6-[(3-Alkyl/Aryl-4,5-Dihydro-1H- 1,2,4-Triazol-5-one-4-yl)-Azomethin]-Phenyl p-Nitrobenzoate Derivatives

JCCT.
2023;
Volume 17, Number 4
: pp. 766 - 773
https://doi.org/10.23939/chcht17.04.766
Authors:
  1. Haydar Yüksek
  2. Hilal Medetalibeyoğlu
  3. Mehmet Karadağ
  4. Sevda Manap
1
Department of Chemistry, Kafkas University
2
Department of Chemistry, Kafkas University
3
Department of Chemistry, Kafkas University
4
Department of Chemistry, Kafkas University

3-Alkyl/Aryl-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) reacted with 2-(p-nitrobenzoxy)-3-methoxybenzaldehyde (3) to afford the corresponding 2-methoxy-6-[(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethin]-phenyl p-nitrobenzoates (4). The acetylation reactions of compounds 4 were investigated, and 5 type N-acetyl derivatives were obtained. The newly synthesized compounds were fully characterized. Also, in vitro antibacterial activities of the fourteen new compounds were screened against six bacteria according to agar well diffusion method. Finally, the newly synthesized 4 type compounds were titrated potentiometrically with tetrabutylammonium hydroxide (TBAH) in five non-aqueous solvents.

1,2,4-triazol-5-one
Schiff base
acetylation
antimicrobial activity
pKa
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