An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant

This article describes the synthesis of novel dihydropyrimidone derivatives that have been paid attention in organic, medicinal, dyes and many other chemistry disciplines. Here we have developed an efficient triple cascade process to prepare novel disperses dyes with dihydropyrimidine-thiones scaffo...

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Main Authors: Paresh N. Patel, Nilam C. Patel, Dipen H. Desai
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Results in Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715622000819
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author Paresh N. Patel
Nilam C. Patel
Dipen H. Desai
author_facet Paresh N. Patel
Nilam C. Patel
Dipen H. Desai
author_sort Paresh N. Patel
collection DOAJ
description This article describes the synthesis of novel dihydropyrimidone derivatives that have been paid attention in organic, medicinal, dyes and many other chemistry disciplines. Here we have developed an efficient triple cascade process to prepare novel disperses dyes with dihydropyrimidine-thiones scaffold. These 3, 4-dihydropyrimidin-2-(1H)-thione derivatives were prepared by simple triple cascade reaction via formal [1+2+3] cyclization among 2-hydroxy-1, 4-naphthoquinone, thiourea and various aromatic aldehyde. This process has varied substrate scope and shortened reaction duration with isolated yield up to 95% resulting in situ formation of one carbon–carbon as well as two carbon–nitrogen bonds. The structures of all the prepared molecules are confirmed with NMR, HRMS and IR spectroscopies. The color properties, UV visible spectral studies are also performed with all the prepared molecules.
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spelling doaj.art-73efbd641a414f10a7773c2f144fd8432022-12-22T04:41:08ZengElsevierResults in Chemistry2211-71562022-01-014100362An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorantParesh N. Patel0Nilam C. Patel1Dipen H. Desai2Corresponding author.; Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli 394 350, Gujarat, IndiaLaboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli 394 350, Gujarat, IndiaLaboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science (TICS), Uka Tarsadia University, Bardoli 394 350, Gujarat, IndiaThis article describes the synthesis of novel dihydropyrimidone derivatives that have been paid attention in organic, medicinal, dyes and many other chemistry disciplines. Here we have developed an efficient triple cascade process to prepare novel disperses dyes with dihydropyrimidine-thiones scaffold. These 3, 4-dihydropyrimidin-2-(1H)-thione derivatives were prepared by simple triple cascade reaction via formal [1+2+3] cyclization among 2-hydroxy-1, 4-naphthoquinone, thiourea and various aromatic aldehyde. This process has varied substrate scope and shortened reaction duration with isolated yield up to 95% resulting in situ formation of one carbon–carbon as well as two carbon–nitrogen bonds. The structures of all the prepared molecules are confirmed with NMR, HRMS and IR spectroscopies. The color properties, UV visible spectral studies are also performed with all the prepared molecules.http://www.sciencedirect.com/science/article/pii/S2211715622000819Triple cascade reaction[1+2+3] cyclizationLawsoneDihydropyrimidine-thionesDisperse dyes
spellingShingle Paresh N. Patel
Nilam C. Patel
Dipen H. Desai
An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant
Results in Chemistry
Triple cascade reaction
[1+2+3] cyclization
Lawsone
Dihydropyrimidine-thiones
Disperse dyes
title An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant
title_full An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant
title_fullStr An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant
title_full_unstemmed An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant
title_short An efficient triple cascade process for synthesis of novel disperse dyes from lawsone: A modification of natural colorant
title_sort efficient triple cascade process for synthesis of novel disperse dyes from lawsone a modification of natural colorant
topic Triple cascade reaction
[1+2+3] cyclization
Lawsone
Dihydropyrimidine-thiones
Disperse dyes
url http://www.sciencedirect.com/science/article/pii/S2211715622000819
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