A potential DES catalyst for the fast and green synthesis of benzochromenopyrimidines and pyranopyrimidines

A gentisic acid based-Deep Eutectic Solvent (MTPPBr/GA-DES) was synthesized by mixing one mole of methyl triphenylphosphonium bromide (MTPPBr) and one mole of gentisic acid (GA: 2,5-dihydroxy-benzoic acid) based on the eutectic point phase diagram. Then, it was characterized by FT-IR, NMR, densitometer, and TGA/DTA techniques and used as a potent and novel catalyst for the fast and green synthesis of: (i) Five new 2(a-e) and five known 2(f-j) benzo[6,7]chromeno[2,3-d]pyrimidines and (ii) One new (3a) and eleven known 3(b-l) pyrano[2,3-d]pyrimidines, in solvent-free conditions, short reaction times, and high yields. It is important to mention that for the synthesis of 2(a-j), there is only one reference which states that the reaction times are extremely long (720-2400 min), while these times are reduced to approximately 35-50 min in our proposed strategy, indicatinging that the rate of reactions will be 20-48 times faster, which is the clear and most obvious advantage of our approach.

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Publication Details

Journal
Scientific Reports
Published
2024-08-15
DOI
https://doi.org/10.1038/s41598-024-69817-2
Citations
3
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
0.75

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article

A potential DES catalyst for the fast and green synthesis of benzochromenopyrimidines and pyranopyrimidines

Arezo Monem, Hadis Goudarzi, Davood Habibi
3 citations
Scientific Reports
Multicomponent Synthesis of Heterocycles
0.75
article

A potential DES catalyst for the fast and green synthesis of benzochromenopyrimidines and pyranopyrimidines

Arezo Monem, Hadis Goudarzi, Davood Habibi
article en
3 citations

Abstract

A gentisic acid based-Deep Eutectic Solvent (MTPPBr/GA-DES) was synthesized by mixing one mole of methyl triphenylphosphonium bromide (MTPPBr) and one mole of gentisic acid (GA: 2,5-dihydroxy-benzoic acid) based on the eutectic point phase diagram. Then, it was characterized by FT-IR, NMR, densitometer, and TGA/DTA techniques and used as a potent and novel catalyst for the fast and green synthesis of: (i) Five new 2(a-e) and five known 2(f-j) benzo[6,7]chromeno[2,3-d]pyrimidines and (ii) One new (3a) and eleven known 3(b-l) pyrano[2,3-d]pyrimidines, in solvent-free conditions, short reaction times, and high yields. It is important to mention that for the synthesis of 2(a-j), there is only one reference which states that the reaction times are extremely long (720-2400 min), while these times are reduced to approximately 35-50 min in our proposed strategy, indicatinging that the rate of reactions will be 20-48 times faster, which is the clear and most obvious advantage of our approach.

Scientific ReportsVol. 14(1)
Bu-Ali Sina University (IR)
Bu-Ali Sina University
Openalex Percentile: Top 33%
Multicomponent Synthesis of Heterocycles
0.75
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