One-pot three-component synthesis of some new azo-pyrazoline derivatives

Abstract

The starting material azo‐benzyloxy acetophenone (2) has been synthesized in three steps; the direct diazotization of p‐aminoacetophenone and its coupling reaction with m‐cresol gave azo‐acetophenone (1), which was benzylated with p‐chlorobenzylchloride to give the starting material (2). The later compound was subjected to the one‐pot three‐component condensation reaction with substituted benzaldehydes and phenylhydrazine in the presence of sodium hydroxide to afford the target molecule azo‐pyrazoline derivatives (3a‐e) in high yields and short reaction times. The structures of the synthesized compounds were elucidated by using FT‐IR, 1 H NMR, 13C NMR and 13 C DEPT 135 spectra