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9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide
The title compound, C(26)H(27)NO(4)S, with a thiophene ring fused to a quinoline ring, was synthesized via the condensation of dihydrothiophen-3(2H)-one 1,1-dioxide, 5,5-dimethyl-3-(phenylamino)cyclohex-2-enone and 3-methoxybenzaldehyde in refluxing ethanol. In the crystal structure, the thioph...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983674/ https://www.ncbi.nlm.nih.gov/pubmed/21580299 http://dx.doi.org/10.1107/S1600536810003600 |
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author | Wang, Shun-Hua Jiang, Yue-Ning Zhang, Jiang-Na |
author_facet | Wang, Shun-Hua Jiang, Yue-Ning Zhang, Jiang-Na |
author_sort | Wang, Shun-Hua |
collection | PubMed |
description | The title compound, C(26)H(27)NO(4)S, with a thiophene ring fused to a quinoline ring, was synthesized via the condensation of dihydrothiophen-3(2H)-one 1,1-dioxide, 5,5-dimethyl-3-(phenylamino)cyclohex-2-enone and 3-methoxybenzaldehyde in refluxing ethanol. In the crystal structure, the thiophene dioxide ring and the pyridine ring adopt envelope conformations. The connection of the pyridine ring to the phenyl and benzene rings can be described by the C–C–C–C and C–N–C–C torsion angles of 45.5 (2) and 88.7 (2)°, respectively. The cyclohex-2-enone ring is in a half-chair conformation. The crystal packing is stabilized by non-classical intermolecular C—H⋯O hydrogen bonds with the carbonyl O and sulfone O atoms acting as acceptors. |
format | Text |
id | pubmed-2983674 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29836742010-12-30 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide Wang, Shun-Hua Jiang, Yue-Ning Zhang, Jiang-Na Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(26)H(27)NO(4)S, with a thiophene ring fused to a quinoline ring, was synthesized via the condensation of dihydrothiophen-3(2H)-one 1,1-dioxide, 5,5-dimethyl-3-(phenylamino)cyclohex-2-enone and 3-methoxybenzaldehyde in refluxing ethanol. In the crystal structure, the thiophene dioxide ring and the pyridine ring adopt envelope conformations. The connection of the pyridine ring to the phenyl and benzene rings can be described by the C–C–C–C and C–N–C–C torsion angles of 45.5 (2) and 88.7 (2)°, respectively. The cyclohex-2-enone ring is in a half-chair conformation. The crystal packing is stabilized by non-classical intermolecular C—H⋯O hydrogen bonds with the carbonyl O and sulfone O atoms acting as acceptors. International Union of Crystallography 2010-02-06 /pmc/articles/PMC2983674/ /pubmed/21580299 http://dx.doi.org/10.1107/S1600536810003600 Text en © Wang et al. 2010 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 Wang, Shun-Hua Jiang, Yue-Ning Zhang, Jiang-Na 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide |
title | 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide |
title_full | 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide |
title_fullStr | 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide |
title_full_unstemmed | 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide |
title_short | 9-(3-Methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide |
title_sort | 9-(3-methoxyphenyl)-6,6-dimethyl-4-phenyl-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4h)-one 1,1-dioxide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983674/ https://www.ncbi.nlm.nih.gov/pubmed/21580299 http://dx.doi.org/10.1107/S1600536810003600 |
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