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Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate

The title compound, C(17)H(19)NO(4), was synthesized by the reaction of 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carb­oxy­lic acid with allyl bromide and purified by flash column chromatography on silica gel. Crystals suitable for single-crystal X-ray diffraction were obtained by recrystallization fro...

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Detalles Bibliográficos
Autores principales: Nowatschin, Vanessa, Näther, Christian, Lüning, Ulrich
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8025865/
https://www.ncbi.nlm.nih.gov/pubmed/33936752
http://dx.doi.org/10.1107/S2056989021002218
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author Nowatschin, Vanessa
Näther, Christian
Lüning, Ulrich
author_facet Nowatschin, Vanessa
Näther, Christian
Lüning, Ulrich
author_sort Nowatschin, Vanessa
collection PubMed
description The title compound, C(17)H(19)NO(4), was synthesized by the reaction of 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carb­oxy­lic acid with allyl bromide and purified by flash column chromatography on silica gel. Crystals suitable for single-crystal X-ray diffraction were obtained by recrystallization from acetone. The aromatic core of the mol­ecule is not planar with the di­ethyl­amino group and with the carboxyl group that are rotated out of the 2-oxo-2H-chromene plane by 6.7 (2)° and 11.4 (2)°. The NC(2) unit of the di­ethyl­amino group is planar with an angle sum close to 360°. Inter­molecular C(ar)—H⋯O(carbon­yl) inter­actions lead to the formation of chains parallel to the b axis. X-ray powder diffraction analysis proves that the title compound was obtained as a pure phase.
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spelling pubmed-80258652021-04-30 Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate Nowatschin, Vanessa Näther, Christian Lüning, Ulrich Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(19)NO(4), was synthesized by the reaction of 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carb­oxy­lic acid with allyl bromide and purified by flash column chromatography on silica gel. Crystals suitable for single-crystal X-ray diffraction were obtained by recrystallization from acetone. The aromatic core of the mol­ecule is not planar with the di­ethyl­amino group and with the carboxyl group that are rotated out of the 2-oxo-2H-chromene plane by 6.7 (2)° and 11.4 (2)°. The NC(2) unit of the di­ethyl­amino group is planar with an angle sum close to 360°. Inter­molecular C(ar)—H⋯O(carbon­yl) inter­actions lead to the formation of chains parallel to the b axis. X-ray powder diffraction analysis proves that the title compound was obtained as a pure phase. International Union of Crystallography 2021-03-02 /pmc/articles/PMC8025865/ /pubmed/33936752 http://dx.doi.org/10.1107/S2056989021002218 Text en © Nowatschin et al. 2021 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Nowatschin, Vanessa
Näther, Christian
Lüning, Ulrich
Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate
title Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate
title_full Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate
title_fullStr Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate
title_full_unstemmed Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate
title_short Synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2H-chromene-3-carboxyl­ate
title_sort synthesis and crystal structure of allyl 7-(di­ethyl­amino)-2-oxo-2h-chromene-3-carboxyl­ate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8025865/
https://www.ncbi.nlm.nih.gov/pubmed/33936752
http://dx.doi.org/10.1107/S2056989021002218
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