OLCAY BEKIRCAN, FATIH ISLAMOGLU, EMRE MENTESE, BAHITTIN KAHVECI SYNTHESIS OF UNSYMMETRICAL 3,5-DISUBSTITUTED 1,2,4-TRIAZOLE DERIVATIVES WITH THEIR PKA VALUES
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 4-benzylamino-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.