Farouq E. Hawaiz1, Mohammed K1. Samad and Marlin Y. Aziz1
Key Words: p-aminoacetophenone, diazotization, coupling reaction, azo-chalcones, azo-pyrazoline
1College of Education/ University of Salahaddin-Hawler, Arbil, Kurdistan Region, Iraq
Abstract
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.
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.
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