Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine

The present work reports the synthesis of three new nitrogen-containing heteronuclear molecules (two pyrimidines and one pyrrolopyrimidine). Based on the 12 principles of green chemistry, chemical methodologies are planned and executed. Various phase transfer catalysts were examined in the crucial s...

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Main Authors: Udayasri Allu, Chandrasekhar Manchikanti M., Naga Brahmeswararao M.V., Varanasi Ganesh, Ramakrishna Duggirala S.
Format: Article
Language:English
Published: Serbian Chemical Society 2023-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392200063U.pdf
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author Udayasri Allu
Chandrasekhar Manchikanti M.
Naga Brahmeswararao M.V.
Varanasi Ganesh
Ramakrishna Duggirala S.
author_facet Udayasri Allu
Chandrasekhar Manchikanti M.
Naga Brahmeswararao M.V.
Varanasi Ganesh
Ramakrishna Duggirala S.
author_sort Udayasri Allu
collection DOAJ
description The present work reports the synthesis of three new nitrogen-containing heteronuclear molecules (two pyrimidines and one pyrrolopyrimidine). Based on the 12 principles of green chemistry, chemical methodologies are planned and executed. Various phase transfer catalysts were examined in the crucial step to execute C–N bond formation (through the SnAr mechanism), TBAI was found to be a better option than those of TBAB and CTAB. The one-pot synthetic methodology was optimized involving Wittig olefination and bromination to achieve a key precursor for the synthesis of a new pyrrolopyrimidine.
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spelling doaj.art-1bdde7baa8e8429ba30a2bea02bf41732023-03-10T08:04:52ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212023-01-018811910.2298/JSC210804063U0352-51392200063UGreen chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidineUdayasri Allu0https://orcid.org/0000-0003-2231-6367Chandrasekhar Manchikanti M.1https://orcid.org/0000-0003-0251-2205Naga Brahmeswararao M.V.2Varanasi Ganesh3Ramakrishna Duggirala S.4https://orcid.org/0000-0003-0502-6480Department of Chemistry, Veer Surendra Sai University of Technology, Burla, Odisha, IndiaDepartment of Chemistry, Veer Surendra Sai University of Technology, Burla, Odisha, IndiaProdev Pharma (OPC) Pvt. Ltd, ALEAP Industrial Estate, Hyderabad, IndiaProdev Pharma (OPC) Pvt. Ltd, ALEAP Industrial Estate, Hyderabad, IndiaDepartment of Chemistry, Veer Surendra Sai University of Technology, Burla, Odisha, IndiaThe present work reports the synthesis of three new nitrogen-containing heteronuclear molecules (two pyrimidines and one pyrrolopyrimidine). Based on the 12 principles of green chemistry, chemical methodologies are planned and executed. Various phase transfer catalysts were examined in the crucial step to execute C–N bond formation (through the SnAr mechanism), TBAI was found to be a better option than those of TBAB and CTAB. The one-pot synthetic methodology was optimized involving Wittig olefination and bromination to achieve a key precursor for the synthesis of a new pyrrolopyrimidine.http://www.doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392200063U.pdftwelve principles of green chemistryphase transfer catalysisone-pot synthesiswittig olefinationsynthesis of new n-heterocyclic compoundshalogen solvent-free processescatalytic reactions
spellingShingle Udayasri Allu
Chandrasekhar Manchikanti M.
Naga Brahmeswararao M.V.
Varanasi Ganesh
Ramakrishna Duggirala S.
Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
Journal of the Serbian Chemical Society
twelve principles of green chemistry
phase transfer catalysis
one-pot synthesis
wittig olefination
synthesis of new n-heterocyclic compounds
halogen solvent-free processes
catalytic reactions
title Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
title_full Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
title_fullStr Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
title_full_unstemmed Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
title_short Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
title_sort green chemical principles based regioselective functionalization of 2 4 6 trichloropyrimidine 5 carbaldehyde application in the synthesis of new pyrimidines and pyrrolopyrimidine
topic twelve principles of green chemistry
phase transfer catalysis
one-pot synthesis
wittig olefination
synthesis of new n-heterocyclic compounds
halogen solvent-free processes
catalytic reactions
url http://www.doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392200063U.pdf
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