Synthesis of some new heterocyclic compounds derived from 4-(4-hydroxy-3-chlorophenyl) azoaceto phenone

Farouq E. Hawaiz1, Mohammed K1. Samad and Marlin Y. Aziz1

1College of Education/ University of Salahaddin-Hawler, Arbil, Kurdistan Region, Iraq

p-Aminoacetophenone underwent diazotization and coupling reaction with 2-
chlorophenol to give a starting material 4-(4-hydroxy-3-chlorophenyl)azoacetophenone.
The prepared starting material was benzylated with benzylbromide producing 4-[4-
benzyloxy-3-chloro-phenyl]azoacetophenone. The later has been reacted with different
substituted benzaldehydes affording a series of new chalcones. The newly synthesized
chalcones were treated with hydrazine hydrate to form the desired molecules azobenzyloxy-pyrazoline derivatives. The spectrum measurements of FT-IR,
1H-NMR and
13C-NMR, confirmed the expected structures of the newly synthesized compounds. 

Key Words: p-aminoacetophenone, diazotization, coupling reaction, azo-chalcones, azo-pyrazoline 

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