Synthesis of Unsymmetrical 3,5-disubstituted 1,2,4-triazole Derivatives with Their pKa Values

BEKİRCAN O., İSLAMOĞLU F., Menteşe E., KAHVECİ B.

REVISTA DE CHIMIE, cilt.65, sa.1, ss.20-25, 2014 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 65 Sayı: 1
  • Basım Tarihi: 2014
  • Dergi Adı: REVISTA DE CHIMIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.20-25
  • Recep Tayyip Erdoğan Üniversitesi Adresli: Evet

Özet

Acylhydrazones (2a-b) were synthesized by the condensation of iminoester hydrochlorides (1a-b) with benzhydrazide. The treatment of acylhydrazones With hydrazine hydrate afforded 4-amino-4H-1,2,4-triazoles. (3a-b). 4-Benzylidenamino-4H-1,2,4-triazole derivatives (4a-f) to be synthesized by treatment of compounds (3a-b) with benzaldehydes. Compounds (4a-f) were reduced with NaBH4 to afford the corresponding 4benzylamino-4H-1,2,4-triazole derivatives (4a-f). All synthesized compounds Were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide and the half-neutralization potential values and the corresponding pKa values were determined for all cases.