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An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation

Quaternary salts of pyridoxal oxime have been synthesized by the quaternization of pyridoxal oxime with substituted phenacyl bromides using microwave heating. Microwave-assisted rapid synthesis was done both in solvent (acetone) and under solvent-free conditions. Good to excellent yields (58%–94%) w...

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Detalles Bibliográficos
Autores principales: Gašo-Sokač, Dajana, Bušić, Valentina, Cetina, Mario, Jukić, Marijana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271574/
https://www.ncbi.nlm.nih.gov/pubmed/24914903
http://dx.doi.org/10.3390/molecules19067610
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author Gašo-Sokač, Dajana
Bušić, Valentina
Cetina, Mario
Jukić, Marijana
author_facet Gašo-Sokač, Dajana
Bušić, Valentina
Cetina, Mario
Jukić, Marijana
author_sort Gašo-Sokač, Dajana
collection PubMed
description Quaternary salts of pyridoxal oxime have been synthesized by the quaternization of pyridoxal oxime with substituted phenacyl bromides using microwave heating. Microwave-assisted rapid synthesis was done both in solvent (acetone) and under solvent-free conditions. Good to excellent yields (58%–94%) were obtained in acetone in very short reaction times (3–5 min) as well as in the solvent-free procedure (42%–78%) in very short reaction times (7–10 min) too. Effective metodologies for the preparation of pyridoxal oxime quaternary salts, having the advantagies of being eco-friendly, easy to handle, and performed in shorter reactions time are presented. The structure of compound 7, in which a 4-fluorophenacyl moiety is bonded to the pyridinium ring nitrogen atom, was unequivocally confirmed by the single-crystal X-ray diffraction method.
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spelling pubmed-62715742018-12-21 An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation Gašo-Sokač, Dajana Bušić, Valentina Cetina, Mario Jukić, Marijana Molecules Article Quaternary salts of pyridoxal oxime have been synthesized by the quaternization of pyridoxal oxime with substituted phenacyl bromides using microwave heating. Microwave-assisted rapid synthesis was done both in solvent (acetone) and under solvent-free conditions. Good to excellent yields (58%–94%) were obtained in acetone in very short reaction times (3–5 min) as well as in the solvent-free procedure (42%–78%) in very short reaction times (7–10 min) too. Effective metodologies for the preparation of pyridoxal oxime quaternary salts, having the advantagies of being eco-friendly, easy to handle, and performed in shorter reactions time are presented. The structure of compound 7, in which a 4-fluorophenacyl moiety is bonded to the pyridinium ring nitrogen atom, was unequivocally confirmed by the single-crystal X-ray diffraction method. MDPI 2014-06-06 /pmc/articles/PMC6271574/ /pubmed/24914903 http://dx.doi.org/10.3390/molecules19067610 Text en © 2014 by the authors. licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Gašo-Sokač, Dajana
Bušić, Valentina
Cetina, Mario
Jukić, Marijana
An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
title An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
title_full An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
title_fullStr An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
title_full_unstemmed An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
title_short An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
title_sort efficient synthesis of pyridoxal oxime derivatives under microwave irradiation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271574/
https://www.ncbi.nlm.nih.gov/pubmed/24914903
http://dx.doi.org/10.3390/molecules19067610
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