2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile

The title compound, C(9)H(10)N(2)S, was synthesized according to Gewald procedures by the reaction of cyclo­hexa­none with malonitrile and sulfur in the presence morpholine. The cyclo­hexane ring adopts a half-chair conformation and the thio­phene ring is essentially planar (r.m.s. deviation = 0.05 ...

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Detalles Bibliográficos
Autores principales: Silva, Willams L., de Lima, Maria do Carmo A., Galdino, Suely L., Pitta, Ivan R., De Simone, Carlos A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238832/
https://www.ncbi.nlm.nih.gov/pubmed/22199685
http://dx.doi.org/10.1107/S1600536811045338
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author Silva, Willams L.
de Lima, Maria do Carmo A.
Galdino, Suely L.
Pitta, Ivan R.
De Simone, Carlos A.
author_facet Silva, Willams L.
de Lima, Maria do Carmo A.
Galdino, Suely L.
Pitta, Ivan R.
De Simone, Carlos A.
author_sort Silva, Willams L.
collection PubMed
description The title compound, C(9)H(10)N(2)S, was synthesized according to Gewald procedures by the reaction of cyclo­hexa­none with malonitrile and sulfur in the presence morpholine. The cyclo­hexane ring adopts a half-chair conformation and the thio­phene ring is essentially planar (r.m.s. deviation = 0.05 Å). The crystal packing is stabilized by two inter­molecular N—H⋯N hydrogen bonds, which link the mol­ecules into centrosymmetric rings with graph-set motif R (2) (2)(12).
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spelling pubmed-32388322011-12-23 2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile Silva, Willams L. de Lima, Maria do Carmo A. Galdino, Suely L. Pitta, Ivan R. De Simone, Carlos A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(9)H(10)N(2)S, was synthesized according to Gewald procedures by the reaction of cyclo­hexa­none with malonitrile and sulfur in the presence morpholine. The cyclo­hexane ring adopts a half-chair conformation and the thio­phene ring is essentially planar (r.m.s. deviation = 0.05 Å). The crystal packing is stabilized by two inter­molecular N—H⋯N hydrogen bonds, which link the mol­ecules into centrosymmetric rings with graph-set motif R (2) (2)(12). International Union of Crystallography 2011-11-02 /pmc/articles/PMC3238832/ /pubmed/22199685 http://dx.doi.org/10.1107/S1600536811045338 Text en © Silva et al. 2011 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
Silva, Willams L.
de Lima, Maria do Carmo A.
Galdino, Suely L.
Pitta, Ivan R.
De Simone, Carlos A.
2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
title 2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
title_full 2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
title_fullStr 2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
title_full_unstemmed 2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
title_short 2-Amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
title_sort 2-amino-4,5,6,7-tetra­hydro­benzo[b]thio­phene-3-carbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238832/
https://www.ncbi.nlm.nih.gov/pubmed/22199685
http://dx.doi.org/10.1107/S1600536811045338
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