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

Authors :
Faisal, Farah N.
Dawood, Rafid S.
Source :
Iraqi Journal of Science. 2024, Vol. 65 Issue 10, p5395-5405. 11p.
Publication Year :
2024

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, pnitrobenzaldehyde, 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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00672904
Volume :
65
Issue :
10
Database :
Academic Search Index
Journal :
Iraqi Journal of Science
Publication Type :
Academic Journal
Accession number :
180980106
Full Text :
https://doi.org/10.24996/ijs.2024.65.10.5