(E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one

The title compound, C20H19N3O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one (alkaloid deoxyvasicinone, isolated from Peganum Harmala) with 4-(dimethylamino)benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one part...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2010-07, Vol.66 (7), p.o1592-o1592
Main Authors: Burkhon Zh. Elmuradov, Rasul Ya. Okmanov, Asqar Sh. Abdurazakov, Bakhodir Tashkhodjaev, Khusnutdin M. Shakhidoyatov
Format: Article
Language:English
Online Access:Get full text
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Summary:The title compound, C20H19N3O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one (alkaloid deoxyvasicinone, isolated from Peganum Harmala) with 4-(dimethylamino)benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one part of the molecule is roughly planar (r.m.s. deviation = 0.0178 Å) and is essentially coplanar with the benzilidene ring (r.m.s. deviation = 0.0080 Å), forming a dihedral angle of 5.0 (1)°. The crystal structure is stabilized by two aromatic π–π stacking interactions observed between the benzene rings of neighboring molecules [centroid–centroid distance = 3.7555 (19) Å.
ISSN:1600-5368
1600-5368
DOI:10.1107/S1600536810020878