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An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst

A simple solvent-free protocol for the preparation of flunixin, a potent non-narcotic, non-steroidal anti-inflammatory drugs is reported using boric acid as catalyst. Its salt, flunixin meglumine are then prepared under reflux in EtOH. This sustainable method are then extended for the synthesis of a...

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Autores principales: Yarhosseini, Mahsa, Javanshir, Shahrzad, Dolatkhah, Zahra, Dekamin, Mohammad G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5711764/
https://www.ncbi.nlm.nih.gov/pubmed/29196901
http://dx.doi.org/10.1186/s13065-017-0355-4
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author Yarhosseini, Mahsa
Javanshir, Shahrzad
Dolatkhah, Zahra
Dekamin, Mohammad G.
author_facet Yarhosseini, Mahsa
Javanshir, Shahrzad
Dolatkhah, Zahra
Dekamin, Mohammad G.
author_sort Yarhosseini, Mahsa
collection PubMed
description A simple solvent-free protocol for the preparation of flunixin, a potent non-narcotic, non-steroidal anti-inflammatory drugs is reported using boric acid as catalyst. Its salt, flunixin meglumine are then prepared under reflux in EtOH. This sustainable method are then extended for the synthesis of a series of 2-(arylamino) nicotinic acid derivatives. The present protocol combines non-hazardous neat conditions with associated benefits like excellent yield, straightforward workup, and use of readily available and safe catalyst in the absence of any solvent, which are important factors in the pharmaceutical industry. The pathway for catalytic activation of 2-chloronicotic acid with boric acid was also investigated using Gaussian 03 program package. [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13065-017-0355-4) contains supplementary material, which is available to authorized users.
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spelling pubmed-57117642017-12-07 An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst Yarhosseini, Mahsa Javanshir, Shahrzad Dolatkhah, Zahra Dekamin, Mohammad G. Chem Cent J Research Article A simple solvent-free protocol for the preparation of flunixin, a potent non-narcotic, non-steroidal anti-inflammatory drugs is reported using boric acid as catalyst. Its salt, flunixin meglumine are then prepared under reflux in EtOH. This sustainable method are then extended for the synthesis of a series of 2-(arylamino) nicotinic acid derivatives. The present protocol combines non-hazardous neat conditions with associated benefits like excellent yield, straightforward workup, and use of readily available and safe catalyst in the absence of any solvent, which are important factors in the pharmaceutical industry. The pathway for catalytic activation of 2-chloronicotic acid with boric acid was also investigated using Gaussian 03 program package. [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13065-017-0355-4) contains supplementary material, which is available to authorized users. Springer International Publishing 2017-12-01 /pmc/articles/PMC5711764/ /pubmed/29196901 http://dx.doi.org/10.1186/s13065-017-0355-4 Text en © The Author(s) 2017 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Yarhosseini, Mahsa
Javanshir, Shahrzad
Dolatkhah, Zahra
Dekamin, Mohammad G.
An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
title An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
title_full An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
title_fullStr An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
title_full_unstemmed An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
title_short An improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
title_sort improved solvent-free synthesis of flunixin and 2-(arylamino) nicotinic acid derivatives using boric acid as catalyst
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5711764/
https://www.ncbi.nlm.nih.gov/pubmed/29196901
http://dx.doi.org/10.1186/s13065-017-0355-4
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