2-Methyl-4-phenyl-3,4-dihydro­quinazoline

The title compound, C(15)H(14)N(2), was formed during the lithia­tion of 2-methyl­quinazoline with phenyl­lithium followed by hydrolysis of the inter­mediate lithium 2-methyl-4-phenyl-4H-quinazolin-3-ide. NMR spectra as well as single-crystal X-ray structural data indicate that the reaction product...

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Autores principales: Valkonen, Arto, Kolehmainen, Erkki, Zakrzewska, Anna, Skotnicka, Agnieszka, Gawinecki, Ryszard
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3099896/
https://www.ncbi.nlm.nih.gov/pubmed/21754194
http://dx.doi.org/10.1107/S1600536811009664
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author Valkonen, Arto
Kolehmainen, Erkki
Zakrzewska, Anna
Skotnicka, Agnieszka
Gawinecki, Ryszard
author_facet Valkonen, Arto
Kolehmainen, Erkki
Zakrzewska, Anna
Skotnicka, Agnieszka
Gawinecki, Ryszard
author_sort Valkonen, Arto
collection PubMed
description The title compound, C(15)H(14)N(2), was formed during the lithia­tion of 2-methyl­quinazoline with phenyl­lithium followed by hydrolysis of the inter­mediate lithium 2-methyl-4-phenyl-4H-quinazolin-3-ide. NMR spectra as well as single-crystal X-ray structural data indicate that the reaction product to have the same structure in chloro­form solution as in the crystalline state. The phenyl substituent is twisted out of the plane of the 3,4-dihydro­quinazoline ring system by 86.47 (7)°. In the crystal, inter­molecular N—H⋯N inter­actions connect the mol­ecules into infinite chains.
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spelling pubmed-30998962011-07-13 2-Methyl-4-phenyl-3,4-dihydro­quinazoline Valkonen, Arto Kolehmainen, Erkki Zakrzewska, Anna Skotnicka, Agnieszka Gawinecki, Ryszard Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(14)N(2), was formed during the lithia­tion of 2-methyl­quinazoline with phenyl­lithium followed by hydrolysis of the inter­mediate lithium 2-methyl-4-phenyl-4H-quinazolin-3-ide. NMR spectra as well as single-crystal X-ray structural data indicate that the reaction product to have the same structure in chloro­form solution as in the crystalline state. The phenyl substituent is twisted out of the plane of the 3,4-dihydro­quinazoline ring system by 86.47 (7)°. In the crystal, inter­molecular N—H⋯N inter­actions connect the mol­ecules into infinite chains. International Union of Crystallography 2011-03-19 /pmc/articles/PMC3099896/ /pubmed/21754194 http://dx.doi.org/10.1107/S1600536811009664 Text en © Valkonen et al. 2011 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
Valkonen, Arto
Kolehmainen, Erkki
Zakrzewska, Anna
Skotnicka, Agnieszka
Gawinecki, Ryszard
2-Methyl-4-phenyl-3,4-dihydro­quinazoline
title 2-Methyl-4-phenyl-3,4-dihydro­quinazoline
title_full 2-Methyl-4-phenyl-3,4-dihydro­quinazoline
title_fullStr 2-Methyl-4-phenyl-3,4-dihydro­quinazoline
title_full_unstemmed 2-Methyl-4-phenyl-3,4-dihydro­quinazoline
title_short 2-Methyl-4-phenyl-3,4-dihydro­quinazoline
title_sort 2-methyl-4-phenyl-3,4-dihydro­quinazoline
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3099896/
https://www.ncbi.nlm.nih.gov/pubmed/21754194
http://dx.doi.org/10.1107/S1600536811009664
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AT zakrzewskaanna 2methyl4phenyl34dihydroquinazoline
AT skotnickaagnieszka 2methyl4phenyl34dihydroquinazoline
AT gawineckiryszard 2methyl4phenyl34dihydroquinazoline

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