Cargando…
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...
Autores principales: | , , |
---|---|
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 |
_version_ | 1783675570565939200 |
---|---|
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. |
format | Online Article Text |
id | pubmed-8025865 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT nowatschinvanessa synthesisandcrystalstructureofallyl7diethylamino2oxo2hchromene3carboxylate AT natherchristian synthesisandcrystalstructureofallyl7diethylamino2oxo2hchromene3carboxylate AT luningulrich synthesisandcrystalstructureofallyl7diethylamino2oxo2hchromene3carboxylate |