6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

The room-temperature reaction of propargyl bromide and 6-bromo-1,3-dihydro­imidazo[4,5-b]pyridin-2-one in dimethyl­formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro­gen-bound propynyl substituents. The imidazopyridine fused ring is almost planar (r.m.s. deviation = 0.011 Å)...

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Autores principales: Dahmani, S., Haoudi, A., Capet, F., Essassi, El Mokhtar, Ng, Seik Weng
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983980/
https://www.ncbi.nlm.nih.gov/pubmed/21580601
http://dx.doi.org/10.1107/S1600536810007701
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author Dahmani, S.
Haoudi, A.
Capet, F.
Essassi, El Mokhtar
Ng, Seik Weng
author_facet Dahmani, S.
Haoudi, A.
Capet, F.
Essassi, El Mokhtar
Ng, Seik Weng
author_sort Dahmani, S.
collection PubMed
description The room-temperature reaction of propargyl bromide and 6-bromo-1,3-dihydro­imidazo[4,5-b]pyridin-2-one in dimethyl­formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro­gen-bound propynyl substituents. The imidazopyridine fused ring is almost planar (r.m.s. deviation = 0.011 Å); the propynyl chains point in opposite directions relative to the fused ring. One acetyl­enic H atom is hydrogen bonded to the carbonyl O atom of an inversion-related mol­ecule, forming a dimer; adjacent dimers are linked by a second acetyl­ene–pyridine C—H⋯N inter­action, forming a layer motif.
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spelling pubmed-29839802010-12-30 6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one Dahmani, S. Haoudi, A. Capet, F. Essassi, El Mokhtar Ng, Seik Weng Acta Crystallogr Sect E Struct Rep Online Organic Papers The room-temperature reaction of propargyl bromide and 6-bromo-1,3-dihydro­imidazo[4,5-b]pyridin-2-one in dimethyl­formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro­gen-bound propynyl substituents. The imidazopyridine fused ring is almost planar (r.m.s. deviation = 0.011 Å); the propynyl chains point in opposite directions relative to the fused ring. One acetyl­enic H atom is hydrogen bonded to the carbonyl O atom of an inversion-related mol­ecule, forming a dimer; adjacent dimers are linked by a second acetyl­ene–pyridine C—H⋯N inter­action, forming a layer motif. International Union of Crystallography 2010-03-06 /pmc/articles/PMC2983980/ /pubmed/21580601 http://dx.doi.org/10.1107/S1600536810007701 Text en © Dahmani 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
Dahmani, S.
Haoudi, A.
Capet, F.
Essassi, El Mokhtar
Ng, Seik Weng
6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
title 6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_full 6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_fullStr 6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_full_unstemmed 6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_short 6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_sort 6-bromo-1,3-di-2-propynyl-1h-imidazo[4,5-b]pyridin-2(3h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983980/
https://www.ncbi.nlm.nih.gov/pubmed/21580601
http://dx.doi.org/10.1107/S1600536810007701
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