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

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 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...

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Autores principales: Elmuradov, Burkhon Zh., Okmanov, Rasul Ya., Abdurazakov, Asqar Sh., Tashkhodjaev, Bakhodir, Shakhidoyatov, Khusnutdin M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006833/
https://www.ncbi.nlm.nih.gov/pubmed/21587830
http://dx.doi.org/10.1107/S1600536810020878
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author Elmuradov, Burkhon Zh.
Okmanov, Rasul Ya.
Abdurazakov, Asqar Sh.
Tashkhodjaev, Bakhodir
Shakhidoyatov, Khusnutdin M.
author_facet Elmuradov, Burkhon Zh.
Okmanov, Rasul Ya.
Abdurazakov, Asqar Sh.
Tashkhodjaev, Bakhodir
Shakhidoyatov, Khusnutdin M.
author_sort Elmuradov, Burkhon Zh.
collection PubMed
description 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 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.
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spelling pubmed-30068332010-12-30 (E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one Elmuradov, Burkhon Zh. Okmanov, Rasul Ya. Abdurazakov, Asqar Sh. Tashkhodjaev, Bakhodir Shakhidoyatov, Khusnutdin M. Acta Crystallogr Sect E Struct Rep Online Organic Papers 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 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. International Union of Crystallography 2010-06-05 /pmc/articles/PMC3006833/ /pubmed/21587830 http://dx.doi.org/10.1107/S1600536810020878 Text en © Elmuradov 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
Elmuradov, Burkhon Zh.
Okmanov, Rasul Ya.
Abdurazakov, Asqar Sh.
Tashkhodjaev, Bakhodir
Shakhidoyatov, Khusnutdin M.
(E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one
title (E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one
title_full (E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one
title_fullStr (E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one
title_full_unstemmed (E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one
title_short (E)-3-[4-(Dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1H,9H-pyrrolo­[2,1-b]quinazolin-9-one
title_sort (e)-3-[4-(dimethyl­amino)­benzyl­idene]-2,3-di­hydro-1h,9h-pyrrolo­[2,1-b]quinazolin-9-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006833/
https://www.ncbi.nlm.nih.gov/pubmed/21587830
http://dx.doi.org/10.1107/S1600536810020878
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