2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one

The title compound, C(12)H(9)BrN(2)OS(2), was obtained by reacting 6-bromo­benzo[d]thia­zole-2-carbo­nitrile in iso-propanol with ethyl 2-mercapto-2-methyl­propano­ate at reflux temperature for several hours. The resulting di­methyl­oxyluciferin derivative shows partial double-bond character of the...

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Detalles Bibliográficos
Autores principales: Würfel, Hendryk, Görls, Helmar, Weiss, Dieter, Beckert, Rainer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885071/
https://www.ncbi.nlm.nih.gov/pubmed/24454247
http://dx.doi.org/10.1107/S1600536813031334
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author Würfel, Hendryk
Görls, Helmar
Weiss, Dieter
Beckert, Rainer
author_facet Würfel, Hendryk
Görls, Helmar
Weiss, Dieter
Beckert, Rainer
author_sort Würfel, Hendryk
collection PubMed
description The title compound, C(12)H(9)BrN(2)OS(2), was obtained by reacting 6-bromo­benzo[d]thia­zole-2-carbo­nitrile in iso-propanol with ethyl 2-mercapto-2-methyl­propano­ate at reflux temperature for several hours. The resulting di­methyl­oxyluciferin derivative shows partial double-bond character of the carbon–carbon bond between the two heterocyclic moieties [C—C = 1.461 (3) Å]. This double bond restricts rotation around this C—C axis, therefore leading to an almost planar mol­ecular structure [N—C—C—S torsion angle = 9.7 (3)°]. The five-membered thiazoline ring is not completely planar as a result of the bulky S atom [C—S—C—C torsion angle = 5.17 (12)°].
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spelling pubmed-38850712014-01-17 2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one Würfel, Hendryk Görls, Helmar Weiss, Dieter Beckert, Rainer Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(9)BrN(2)OS(2), was obtained by reacting 6-bromo­benzo[d]thia­zole-2-carbo­nitrile in iso-propanol with ethyl 2-mercapto-2-methyl­propano­ate at reflux temperature for several hours. The resulting di­methyl­oxyluciferin derivative shows partial double-bond character of the carbon–carbon bond between the two heterocyclic moieties [C—C = 1.461 (3) Å]. This double bond restricts rotation around this C—C axis, therefore leading to an almost planar mol­ecular structure [N—C—C—S torsion angle = 9.7 (3)°]. The five-membered thiazoline ring is not completely planar as a result of the bulky S atom [C—S—C—C torsion angle = 5.17 (12)°]. International Union of Crystallography 2013-11-23 /pmc/articles/PMC3885071/ /pubmed/24454247 http://dx.doi.org/10.1107/S1600536813031334 Text en © Würfel et al. 2013 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
Würfel, Hendryk
Görls, Helmar
Weiss, Dieter
Beckert, Rainer
2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one
title 2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one
title_full 2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one
title_fullStr 2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one
title_full_unstemmed 2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one
title_short 2-(6-Bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5H)-one
title_sort 2-(6-bromo­benzo[d]thia­zol-2-yl)-5,5-di­methyl­thia­zol-4(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885071/
https://www.ncbi.nlm.nih.gov/pubmed/24454247
http://dx.doi.org/10.1107/S1600536813031334
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AT beckertrainer 26bromobenzodthiazol2yl55dimethylthiazol45hone

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