α-Anilinoketones, Esters and Amides: A Chemical Study

A group of α-anilinoketones, 2-aminoalcohols, α-anilinoesters and α-anilinoamides were successfully synthesized and characterized by NMR spectroscopy and mass spectrometry. The yields were, in general, moderate to good (up to 75.4%), except for the α-anilinoesters (16.9–35.6%). The α-halocarbonyl st...

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Detalles Bibliográficos
Autores principales: Qandil, Amjad M., Fakhouri, Lara I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3763659/
https://www.ncbi.nlm.nih.gov/pubmed/24281663
http://dx.doi.org/10.3390/ph5060591
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author Qandil, Amjad M.
Fakhouri, Lara I.
author_facet Qandil, Amjad M.
Fakhouri, Lara I.
author_sort Qandil, Amjad M.
collection PubMed
description A group of α-anilinoketones, 2-aminoalcohols, α-anilinoesters and α-anilinoamides were successfully synthesized and characterized by NMR spectroscopy and mass spectrometry. The yields were, in general, moderate to good (up to 75.4%), except for the α-anilinoesters (16.9–35.6%). The α-halocarbonyl starting materials showed different chemical reactivities. α-Haloketones and α-chloroacetates afforded monoalkylation, while small α-chloroamides afforded dialkylation. Finally, NMR spectroscopy revealed interesting structural features about the 2-aminoalcohols and diphenylamides.
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spelling pubmed-37636592013-11-14 α-Anilinoketones, Esters and Amides: A Chemical Study Qandil, Amjad M. Fakhouri, Lara I. Pharmaceuticals (Basel) Article A group of α-anilinoketones, 2-aminoalcohols, α-anilinoesters and α-anilinoamides were successfully synthesized and characterized by NMR spectroscopy and mass spectrometry. The yields were, in general, moderate to good (up to 75.4%), except for the α-anilinoesters (16.9–35.6%). The α-halocarbonyl starting materials showed different chemical reactivities. α-Haloketones and α-chloroacetates afforded monoalkylation, while small α-chloroamides afforded dialkylation. Finally, NMR spectroscopy revealed interesting structural features about the 2-aminoalcohols and diphenylamides. MDPI 2012-06-05 /pmc/articles/PMC3763659/ /pubmed/24281663 http://dx.doi.org/10.3390/ph5060591 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Qandil, Amjad M.
Fakhouri, Lara I.
α-Anilinoketones, Esters and Amides: A Chemical Study
title α-Anilinoketones, Esters and Amides: A Chemical Study
title_full α-Anilinoketones, Esters and Amides: A Chemical Study
title_fullStr α-Anilinoketones, Esters and Amides: A Chemical Study
title_full_unstemmed α-Anilinoketones, Esters and Amides: A Chemical Study
title_short α-Anilinoketones, Esters and Amides: A Chemical Study
title_sort α-anilinoketones, esters and amides: a chemical study
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3763659/
https://www.ncbi.nlm.nih.gov/pubmed/24281663
http://dx.doi.org/10.3390/ph5060591
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