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(E)-3-[4-(Dimethyl-amino)-benzyl-idene]-2,3-di-hydro-1H,9H-pyrrolo-[2,1-b]quinazolin-9-one.

ABSTRACT: The title compound, C(20)H(19)N(3)O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo-[2,1-b]quinazolin-9-one (alkaloid de-oxy-vasicinone, isolated from Peganum Harmala) with 4-(dimethyl-amino)-benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo-[2,1-b]quinazolin-9-one part of the mol-ecule is roughly planar (r.m.s. deviation = 0.0178?Å) and is essentially coplanar with the benzil-idene ring (r.m.s. deviation = 0.0080?Å), forming a dihedral angle of 5.0?(1)°. The crystal structure is stabilized by two aromatic ?-? stacking inter-actions observed between the benzene rings of neighboring mol-ecules [centroid-centroid distance = 3.7555?(19)?Å.

SUBMITTER: Elmuradov BZh

PROVIDER: S-EPMC3006833 | biostudies-literature | 2010

REPOSITORIES: biostudies-literature

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(E)-3-[4-(Dimethyl-amino)-benzyl-idene]-2,3-di-hydro-1H,9H-pyrrolo-[2,1-b]quinazolin-9-one.

Elmuradov Burkhon Zh BZh Okmanov Rasul Ya RY Abdurazakov Asqar Sh ASh Tashkhodjaev Bakhodir B Shakhidoyatov Khusnutdin M KM

Acta crystallographica. Section E, Structure reports online 20100605 Pt 7

The title compound, C(20)H(19)N(3)O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo-[2,1-b]quinazolin-9-one (alkaloid de-oxy-vasicinone, isolated from Peganum Harmala) with 4-(dimethyl-amino)-benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo-[2,1-b]quinazolin-9-one part of the mol-ecule is roughly planar (r.m.s. deviation = 0.0178 Å) and is essentially coplanar with the benzil-idene ring (r.m.s. deviation = 0.0080 Å), forming a dihedral angle of 5.0 (1)°. ...[more]

PMID: 21587830

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