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6-Bromo-1-(1,2-propadien-yl)-3-(2-propyn-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one.

Dahmani S, Haoudi A, Capet F, Essassi el M, Ng SW - Acta Crystallogr Sect E Struct Rep Online (2010)

Bottom Line: The reaction of propargyl bromide and 6-bromo-1,3-dihydro-imidazo[4,5-b]pyridin-2-one in refluxing dimethyl-formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro-gen-bound propadienyl and propynyl substituents.The imidazolopyridine fused ring is planar (r.m.s. deviation = 0.012 Å); the propadienyl chain is coplanar with the fused ring as it is conjugated with it, whereas the propynyl chain is not as the nitro-gen-bound C atom is a methyl-ene linkage.The acetyl-enic H atom is hydrogen bonded to the carbonyl O atom of an adjacent mol-ecule, forming a helical chain runnning along the b axis.

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ABSTRACT
The reaction of propargyl bromide and 6-bromo-1,3-dihydro-imidazo[4,5-b]pyridin-2-one in refluxing dimethyl-formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro-gen-bound propadienyl and propynyl substituents. The imidazolopyridine fused ring is planar (r.m.s. deviation = 0.012 Å); the propadienyl chain is coplanar with the fused ring as it is conjugated with it, whereas the propynyl chain is not as the nitro-gen-bound C atom is a methyl-ene linkage. The acetyl-enic H atom is hydrogen bonded to the carbonyl O atom of an adjacent mol-ecule, forming a helical chain runnning along the b axis.

No MeSH data available.


Thermal ellipsoid plot (Barbour, 2001) of C12H8BrN3O at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
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Fap1: Thermal ellipsoid plot (Barbour, 2001) of C12H8BrN3O at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.


6-Bromo-1-(1,2-propadien-yl)-3-(2-propyn-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one.

Dahmani S, Haoudi A, Capet F, Essassi el M, Ng SW - Acta Crystallogr Sect E Struct Rep Online (2010)

Thermal ellipsoid plot (Barbour, 2001) of C12H8BrN3O at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC2983773&req=5

Fap1: Thermal ellipsoid plot (Barbour, 2001) of C12H8BrN3O at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
Bottom Line: The reaction of propargyl bromide and 6-bromo-1,3-dihydro-imidazo[4,5-b]pyridin-2-one in refluxing dimethyl-formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro-gen-bound propadienyl and propynyl substituents.The imidazolopyridine fused ring is planar (r.m.s. deviation = 0.012 Å); the propadienyl chain is coplanar with the fused ring as it is conjugated with it, whereas the propynyl chain is not as the nitro-gen-bound C atom is a methyl-ene linkage.The acetyl-enic H atom is hydrogen bonded to the carbonyl O atom of an adjacent mol-ecule, forming a helical chain runnning along the b axis.

View Article: PubMed Central - HTML - PubMed

ABSTRACT
The reaction of propargyl bromide and 6-bromo-1,3-dihydro-imidazo[4,5-b]pyridin-2-one in refluxing dimethyl-formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro-gen-bound propadienyl and propynyl substituents. The imidazolopyridine fused ring is planar (r.m.s. deviation = 0.012 Å); the propadienyl chain is coplanar with the fused ring as it is conjugated with it, whereas the propynyl chain is not as the nitro-gen-bound C atom is a methyl-ene linkage. The acetyl-enic H atom is hydrogen bonded to the carbonyl O atom of an adjacent mol-ecule, forming a helical chain runnning along the b axis.

No MeSH data available.