Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Wang, Shun-Hua, Jiang, Yue-Ning, Zhang, Jiang-Na
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
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
_version_ 1782191929710084096
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
work_keys_str_mv AT wangshunhua 93methoxyphenyl66dimethyl4phenyl235679hexahydrothieno32bquinolin84hone11dioxide
AT jiangyuening 93methoxyphenyl66dimethyl4phenyl235679hexahydrothieno32bquinolin84hone11dioxide
AT zhangjiangna 93methoxyphenyl66dimethyl4phenyl235679hexahydrothieno32bquinolin84hone11dioxide