5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide

The title compound, C(14)H(11)ClN(2)O(3)S, with fused thiophene and pyran rings, was synthesized via the condensation of dihydro­thio­phen-3(2H)-one 1,1-dioxide and 2-(3-chloro­benz­yl­idene)malononitrile catalysed by triethyl­amine in ethanol. The thio­phene ring adopts an envelope conformation and...

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Detalles Bibliográficos
Autores principales: Shen, Shi-De, Feng, Xiao-Dong, Yang, Wei-Hua, Wang, Cui-Hua, Yao, Chang-Sheng
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979823/
https://www.ncbi.nlm.nih.gov/pubmed/21579718
http://dx.doi.org/10.1107/S1600536809055202
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author Shen, Shi-De
Feng, Xiao-Dong
Yang, Wei-Hua
Wang, Cui-Hua
Yao, Chang-Sheng
author_facet Shen, Shi-De
Feng, Xiao-Dong
Yang, Wei-Hua
Wang, Cui-Hua
Yao, Chang-Sheng
author_sort Shen, Shi-De
collection PubMed
description The title compound, C(14)H(11)ClN(2)O(3)S, with fused thiophene and pyran rings, was synthesized via the condensation of dihydro­thio­phen-3(2H)-one 1,1-dioxide and 2-(3-chloro­benz­yl­idene)malononitrile catalysed by triethyl­amine in ethanol. The thio­phene ring adopts an envelope conformation and the pyran ring is planar (r.m.s. deviation = 0.0067 Å). The dihedral angle between the pyran and phenyl rings is 80.8 (1)°. The crystal packing is stabilized by inter­molecular N—H⋯N and N—H⋯O hydrogen bonds in which the cyano N and sulphone O atoms, respectively, acting as acceptors.
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spelling pubmed-29798232010-12-30 5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide Shen, Shi-De Feng, Xiao-Dong Yang, Wei-Hua Wang, Cui-Hua Yao, Chang-Sheng Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(11)ClN(2)O(3)S, with fused thiophene and pyran rings, was synthesized via the condensation of dihydro­thio­phen-3(2H)-one 1,1-dioxide and 2-(3-chloro­benz­yl­idene)malononitrile catalysed by triethyl­amine in ethanol. The thio­phene ring adopts an envelope conformation and the pyran ring is planar (r.m.s. deviation = 0.0067 Å). The dihedral angle between the pyran and phenyl rings is 80.8 (1)°. The crystal packing is stabilized by inter­molecular N—H⋯N and N—H⋯O hydrogen bonds in which the cyano N and sulphone O atoms, respectively, acting as acceptors. International Union of Crystallography 2010-01-09 /pmc/articles/PMC2979823/ /pubmed/21579718 http://dx.doi.org/10.1107/S1600536809055202 Text en © Shen 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
Shen, Shi-De
Feng, Xiao-Dong
Yang, Wei-Hua
Wang, Cui-Hua
Yao, Chang-Sheng
5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
title 5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
title_full 5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
title_fullStr 5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
title_full_unstemmed 5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
title_short 5-Amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2H-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
title_sort 5-amino-7-(3-chloro­phen­yl)-3,7-di­hydro-2h-thieno[3,2-b]pyran-6-carbo­nitrile 1,1-dioxide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979823/
https://www.ncbi.nlm.nih.gov/pubmed/21579718
http://dx.doi.org/10.1107/S1600536809055202
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