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STUDIES ON QUINAZOLINE CHEMISTRY 6*. SYNTHESIS AND ALKYLATION OF 2-SUBSTITUTED 4,4-DIPHENYL-3,4-DIHYDROQUINAZOLINES

Елена В. Громачевская, Елена А. Кайгородова, Леонид Д. Конюшкин
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Abstract


New 2-aryl-4,4-diphenyl-3,4-dihydroquinazolines were obtained by a reaction of (2-aminophenyl)(diphenyl)carbinol with nitriles. Methylation of 3,4-dihydroquinazolines with excess of dimethyl sulfate occurred at two nitrogen atoms, while the subsequent alkaline hydrolysis was accompanied by opening of the heterocycle at the C(2)–N(3) bond, forming the respective amides. The molecular structure of N-{2-[(diphenyl)(methylamino)methyl]phenyl}-N-methylbenzamide was proved by X-ray structural analysis.

Authors: Elena V. Gromachevskaya, Elena A. Kaigorodova, Leonid D. Konyushkin

 


Keywords


dimethyl sulfate; 4,4-diphenyl-3,4-dihydroquinazolines; antidotes; mass spectral fragmentation; methylation; molecular structure; tautomeric forms

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