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An efficient synthesis of pyranopyrimidine derivatives by using glyoxylic acid:L-proline deep eutectic solvent as a novel designer reaction promoter

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Title An efficient synthesis of pyranopyrimidine derivatives by using glyoxylic acid:L-proline deep eutectic solvent as a novel designer reaction promoter
 
Creator Karande, Vishram
Mohire, Priyanka
Deshmukh, Shubham
Patravale, Ajinkya
Desai, Vikram
Chandam, Dattatray
 
Subject Barbutric acid
Thiobarbituric acid
Aldehydes
Malononitrile
Glyoxylic acid: L-Proline deep eutectic solvent
 
Description 339-349
As part of green chemistry, we have designed a novel deep eutectic solvent (DES) by using glyoxylic acid: L-proline
(1:1) and efficiency of novel DES has been studied for the synthesis of pyrimidine core derivatives via multicomponent
reaction. It is an efficient solvent/catalyst to develop a series of 7-amino-2,4-dioxo-5-aryl-1,3,4,5-tetrahydro-2H-pyrano[2,3-
d]pyrimidine-6-carbonitrile derivatives. The pyranopyrimidine derivatives have been synthesized through a one-pot three
component reaction of barbutric acid/thiobarbutric acid, aryl aldehydes and malononitrile through Knoevenagel
condensation followed by Michael addition and subsequent cyclization. The thermogravimetric analysis and differential
scanning calorimetry have been used to identify thermal stability and working temperature range of novel DES. The
reusability of the glyoxylic acid:L-proline (1:1) has been tested and the results revealed that the recovered catalyst can be
reused at least four additional times in subsequent reactions without significant decrease in product yield. The use of solvent
glyoxylic acid: L-proline (1:1) DES to yield vital pyrimidine molecules provide this protocol to cope with the current need
for efficient, cost-effective, cleaner reaction profiles, effortless work phase with high yield of product, and with short
reaction time and eco-friendly methodology. IR, 1H NMR and MS and alternative methods, whenever available, have
verified the chemical structures of the targeted compounds.
 
Date 2023-04-17T10:21:17Z
2023-04-17T10:21:17Z
2023-04
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/61775
https://doi.org/10.56042/ijc.v62i4.428
 
Language en
 
Publisher NIScPR-CSIR, India
 
Source IJC Vol.62(04) [Apr 2023]