180906-16-5Relevant academic research and scientific papers
Syntheses and basicity of 4-(N,N-dimethylamino)-2-arylquinazolines
Zielinski, Wojciech,Kudelko, Agnieszka,Holt, Elizabeth M.
, p. 1201 - 1209 (2007/10/03)
The reaction of substituted N-phenylbenzimidoyl chlorides with N,N-dimethylcyanamide in the presence of titanium tetrachloride has yielded seven 4-(N,N-dimethylamino)-2-arylquinazolines substituted on the phenyl ring with electron donating or withdrawing groups. pKa values have been determined for these compounds and analyzed in conjunction with the Hammertt σ constants to observe the influence of these phenyl substituents upon the basicity of 4-(N,N-dimemylamino)-2-arylquinazolines. The σ value, single crystal X-ray analysis and 15N-nmr spectra give evidence about the preferential site of protonation in such systems.
