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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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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. |
format | Online Article Text |
id | pubmed-6271574 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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