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A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis

The anticoagulant racemic warfarin is synthesized by the Michael addition of 4-hydroxycoumarin with benzalacetone in the present of equimolar amounts of imidazolium based ionic liquids [bmim] BF(4) and [bmim] Br and other reaction solvents such as H(2)O, pyridine and ammonia in five different tests....

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Detalles Bibliográficos
Autores principales: Monfared, Aazam, Esmaeeli, Zohreh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5149021/
https://www.ncbi.nlm.nih.gov/pubmed/27980569
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author Monfared, Aazam
Esmaeeli, Zohreh
author_facet Monfared, Aazam
Esmaeeli, Zohreh
author_sort Monfared, Aazam
collection PubMed
description The anticoagulant racemic warfarin is synthesized by the Michael addition of 4-hydroxycoumarin with benzalacetone in the present of equimolar amounts of imidazolium based ionic liquids [bmim] BF(4) and [bmim] Br and other reaction solvents such as H(2)O, pyridine and ammonia in five different tests. Also synthesis of a derivative of warfarin (2-methyl-4-phenyl pyrano [3, 2-c] chromen-5(4H)-one) under solvent-free condition is reported. In this paper, we show the potential that ionic liquid have for the development of green methods for the formation of the C-C bond by reaction condensations without catalysts and organic solvents. A (،)green method(,) according to the well-known principles, must reduce or eliminate the use or generation of unsafe substances. The work-up procedures were fairly simple and the products don›t require further purification.
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spelling pubmed-51490212016-12-15 A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis Monfared, Aazam Esmaeeli, Zohreh Iran J Pharm Res Original Article The anticoagulant racemic warfarin is synthesized by the Michael addition of 4-hydroxycoumarin with benzalacetone in the present of equimolar amounts of imidazolium based ionic liquids [bmim] BF(4) and [bmim] Br and other reaction solvents such as H(2)O, pyridine and ammonia in five different tests. Also synthesis of a derivative of warfarin (2-methyl-4-phenyl pyrano [3, 2-c] chromen-5(4H)-one) under solvent-free condition is reported. In this paper, we show the potential that ionic liquid have for the development of green methods for the formation of the C-C bond by reaction condensations without catalysts and organic solvents. A (،)green method(,) according to the well-known principles, must reduce or eliminate the use or generation of unsafe substances. The work-up procedures were fairly simple and the products don›t require further purification. Shaheed Beheshti University of Medical Sciences 2016 /pmc/articles/PMC5149021/ /pubmed/27980569 Text en © 2016 by School of Pharmacy, Shaheed Beheshti University of Medical Sciences and Health Services This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Monfared, Aazam
Esmaeeli, Zohreh
A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis
title A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis
title_full A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis
title_fullStr A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis
title_full_unstemmed A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis
title_short A One-pot Condensation for Synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4H)-one and Synthesis of Warfarin by Ionic Liquid Catalysis
title_sort one-pot condensation for synthesis 2-methyl-4-phenylpyrano[3, 2-c] chromen-5(4h)-one and synthesis of warfarin by ionic liquid catalysis
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5149021/
https://www.ncbi.nlm.nih.gov/pubmed/27980569
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