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

Farouq Emam Hawaiz; Awaz Jamil Hussein; Mohammed Kareem Samad

doi:10.5155/eurjchem.5.2.233-236.979

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Published: Jun 30, 2014

DOI: https://doi.org/10.5155/eurjchem.5.2.233-236.979

Keywords:

Cyclization, Benzylation, Diazotization, Azo-pyrazoline, One-pot synthesis, Azo-acetophenone

Section

Research Article

Issue

Vol. 5 No. 2 (2014): June 2014

Dates

Received 2013-11-30
Accepted 2014-01-02
Published 2014-06-30

Farouq Emam Hawaiz

Department of Chemistry, College of Education, University of Salahaddin-Hawler, Erbil 44001, Kurdistan Region, Iraq

Awaz Jamil Hussein

Department of Chemistry, College of Education, University of Salahaddin-Hawler, Erbil 44001, Kurdistan Region, Iraq

Mohammed Kareem Samad

Department of Chemistry, College of Education, University of Salahaddin-Hawler, Erbil 44001, Kurdistan Region, Iraq

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, ¹H NMR, ¹³C NMR and ¹³C DEPT 135 spectra.

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How to Cite

(1)

Hawaiz, F. E.; Hussein, A. J.; Samad, M. K. One-Pot Three-Component Synthesis of Some New Azo-Pyrazoline Derivatives. Eur. J. Chem. 2014, 5, 233-236.

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