The Use of the Carbonyl Group (C-3) of Isatin for the Construction of Pyrazoline Moiety and the Study of its Antioxidant Activity

Authors

  • Rafid S. Dawood Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq https://orcid.org/0000-0002-7412-0019
  • Farah N. Faisal Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq

DOI:

https://doi.org/10.24996/ijs.2024.65.10.5

Keywords:

Antioxidant activity, Isatin, Pyrazoline

Abstract

A series of novel pyrazoline derivatives 5-13 were synthesized in three steps from isatin, with yields ranging from 40 to 72% over the multistep procedure. The first step included the condensation of isatin with p-aminoacetophenone to afford the corresponding Schiff base 1 in a 75% yield. In the second step, the enolate form of Schiff base 1 was reacted with different aromatic aldehydes (benzaldehyde, p-nitrobenzaldehyde, and p-chlorobenzaldehyde) to give the title chalcone derivatives 2-4 in 60-72 yields. In the third step, pyrazoline derivatives 5-13 were synthesized via cycloaddition reactions between compounds 2-4 and hydrazine hydrate, phenyl hydrazine, or p-nitrophenyl hydrazine. The cycloaddition produced the target pyrazoline compounds in 40-72% isolated yields. All prepared compounds were characterized by FT-IR and 1H NMR spectroscopy. Some of the prepared compounds were tested for antioxidant properties.

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Published

2024-10-30

Issue

Section

Chemistry

How to Cite

The Use of the Carbonyl Group (C-3) of Isatin for the Construction of Pyrazoline Moiety and the Study of its Antioxidant Activity. (2024). Iraqi Journal of Science, 65(10), 5395-5405. https://doi.org/10.24996/ijs.2024.65.10.5

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