Valkonen, A., Kolehmainen, E., Zakrzewska, A., Skotnicka, A., & Gawinecki, R. (2011). 2-Methyl-4-phenyl-3,4-dihydroquinazoline. Acta Crystallographica, Section E, Structure Reports Online, 67 (4), o923-o924. doi:10.1107/S1600536811009664
The title compound, C15H14N2, 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-HN interactions connect the molecules into infinite chains.