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2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate
The title compound, C(15)H(16)N(2)O(5)S, is a product of the reaction of 2-(2,4-dimethoxyphenylamino)-1,3-thiazol-4(5H)-one with acetic anhydride. The presence of the acetyl and acetoxy groups in the molecule indicates that the starting thiazole exists as a tautomer in the reaction mixture wi...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588517/ https://www.ncbi.nlm.nih.gov/pubmed/23476547 http://dx.doi.org/10.1107/S1600536813003474 |
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author | Horishny, Volodymyr Lesyk, Roman Kowiel, Marcin Gzella, Andrzej K. |
author_facet | Horishny, Volodymyr Lesyk, Roman Kowiel, Marcin Gzella, Andrzej K. |
author_sort | Horishny, Volodymyr |
collection | PubMed |
description | The title compound, C(15)H(16)N(2)O(5)S, is a product of the reaction of 2-(2,4-dimethoxyphenylamino)-1,3-thiazol-4(5H)-one with acetic anhydride. The presence of the acetyl and acetoxy groups in the molecule indicates that the starting thiazole exists as a tautomer in the reaction mixture with exocyclic amino and enol moieties. The acetyl group is tilted slightly from the heterocyclic ring plane [dihedral angle = 4.46 (11)°], while the acetoxy group is almost perpendicular to this ring [dihedral angle = 88.14 (12)°]. An intramolecular acetyl–methoxy C—H⋯O interaction is noted. In the crystal, molecules are connected into a three-dimensional architecture by C—H⋯O interactions. |
format | Online Article Text |
id | pubmed-3588517 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35885172013-03-08 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate Horishny, Volodymyr Lesyk, Roman Kowiel, Marcin Gzella, Andrzej K. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(16)N(2)O(5)S, is a product of the reaction of 2-(2,4-dimethoxyphenylamino)-1,3-thiazol-4(5H)-one with acetic anhydride. The presence of the acetyl and acetoxy groups in the molecule indicates that the starting thiazole exists as a tautomer in the reaction mixture with exocyclic amino and enol moieties. The acetyl group is tilted slightly from the heterocyclic ring plane [dihedral angle = 4.46 (11)°], while the acetoxy group is almost perpendicular to this ring [dihedral angle = 88.14 (12)°]. An intramolecular acetyl–methoxy C—H⋯O interaction is noted. In the crystal, molecules are connected into a three-dimensional architecture by C—H⋯O interactions. International Union of Crystallography 2013-02-09 /pmc/articles/PMC3588517/ /pubmed/23476547 http://dx.doi.org/10.1107/S1600536813003474 Text en © Horishny et al. 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Horishny, Volodymyr Lesyk, Roman Kowiel, Marcin Gzella, Andrzej K. 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
title | 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
title_full | 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
title_fullStr | 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
title_full_unstemmed | 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
title_short | 2-[N-(2,4-Dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
title_sort | 2-[n-(2,4-dimethoxyphenyl)acetamido]-1,3-thiazol-4-yl acetate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588517/ https://www.ncbi.nlm.nih.gov/pubmed/23476547 http://dx.doi.org/10.1107/S1600536813003474 |
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