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

Dahmani, S. and Haoudi, A. and Capet, F. and Essassi, E.M. and Ng, S.W. (2010) 6-Bromo-1-(1,2-propadienyl)-3-(2-propynyl)-1H-imidazo[4,5-b]pyridin-2( 3H)-one. Acta Crystallographica Section E: Structure Reports Online, 66 (4). O755-U1683. ISSN 1600-5368,

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The reaction of propargyl bromide and 6-bromo-1,3-dihydroimidazo [4,5-b] pyridin-2-one in refluxing dimethylformamide yields the title compound, C(12)H(8)BrN(3)O, which features nitrogen-bound propadienyl and propynyl substituents. The imidazolopyridine fused ring is planar (r.m.s. deviation = 0.012 angstrom); the propadienyl chain is coplanar with the fused ring as it is conjugated with it, whereas the propynyl chain is not as the nitrogen-bound C atom is a methylene linkage. The acetylenic H atom is hydrogen bonded to the carbonyl O atom of an adjacent molecule, forming a helical chain runnning along the b axis.

Item Type: Article
Subjects: Q Science > QC Physics
Depositing User: MR Faizal II H
Date Deposited: 24 Nov 2015 01:37
Last Modified: 31 Jan 2019 01:50
URI: http://eprints.um.edu.my/id/eprint/14788

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