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Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate
The title compound, C(18)H(16)N(2)O(3)S, was synthesized by reaction of 2-mercapto-3-phenylquinazolin-4(3H)-one with ethyl chloroacetate. The quinazoline ring forms a dihedral angle of 86.83 (5)° with the phenyl ring. The terminal methyl group is disordered by a rotation of about 60° in a 0.531 (1...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7199254/ https://www.ncbi.nlm.nih.gov/pubmed/32431930 http://dx.doi.org/10.1107/S2056989020005071 |
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author | Nguyen Tien, Cong Nguyen Tan, Quang Pham Duc, Dung Tran Hoang, Phuong Nguyen Dang, Dat Truong Minh, Luong Van Meervelt, Luc |
author_facet | Nguyen Tien, Cong Nguyen Tan, Quang Pham Duc, Dung Tran Hoang, Phuong Nguyen Dang, Dat Truong Minh, Luong Van Meervelt, Luc |
author_sort | Nguyen Tien, Cong |
collection | PubMed |
description | The title compound, C(18)H(16)N(2)O(3)S, was synthesized by reaction of 2-mercapto-3-phenylquinazolin-4(3H)-one with ethyl chloroacetate. The quinazoline ring forms a dihedral angle of 86.83 (5)° with the phenyl ring. The terminal methyl group is disordered by a rotation of about 60° in a 0.531 (13): 0.469 (13) ratio. In the crystal, C—H⋯O hydrogen-bonding interactions result in the formation of columns running in the [010] direction. Two parallel columns further interact by C—H⋯O hydrogen bonds. The most important contributions to the surface contacts are from H⋯H (48.4%), C⋯H/H⋯C (21.5%) and O⋯H/H⋯O (18.7%) interactions, as concluded from a Hirshfeld analysis. |
format | Online Article Text |
id | pubmed-7199254 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-71992542020-05-19 Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate Nguyen Tien, Cong Nguyen Tan, Quang Pham Duc, Dung Tran Hoang, Phuong Nguyen Dang, Dat Truong Minh, Luong Van Meervelt, Luc Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(18)H(16)N(2)O(3)S, was synthesized by reaction of 2-mercapto-3-phenylquinazolin-4(3H)-one with ethyl chloroacetate. The quinazoline ring forms a dihedral angle of 86.83 (5)° with the phenyl ring. The terminal methyl group is disordered by a rotation of about 60° in a 0.531 (13): 0.469 (13) ratio. In the crystal, C—H⋯O hydrogen-bonding interactions result in the formation of columns running in the [010] direction. Two parallel columns further interact by C—H⋯O hydrogen bonds. The most important contributions to the surface contacts are from H⋯H (48.4%), C⋯H/H⋯C (21.5%) and O⋯H/H⋯O (18.7%) interactions, as concluded from a Hirshfeld analysis. International Union of Crystallography 2020-04-17 /pmc/articles/PMC7199254/ /pubmed/32431930 http://dx.doi.org/10.1107/S2056989020005071 Text en © Nguyen Tien et al. 2020 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 Nguyen Tien, Cong Nguyen Tan, Quang Pham Duc, Dung Tran Hoang, Phuong Nguyen Dang, Dat Truong Minh, Luong Van Meervelt, Luc Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
title | Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
title_full | Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
title_fullStr | Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
title_full_unstemmed | Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
title_short | Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
title_sort | synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7199254/ https://www.ncbi.nlm.nih.gov/pubmed/32431930 http://dx.doi.org/10.1107/S2056989020005071 |
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