

INVESTIGATION IN THE FIELD OF QUINAZOLINES. 8*. NEW REACTION OF N-ALKYLATION OF 4,4-DIPHENYL-3,4-DIHYDROQUINAZOLINES

Abstract
The reaction of substituted 4,4-diphenyl-3,4(1,4)-dihydroquinazolines with various alkylating agents in DMSO–KOH leads (depending on the structure of the alkylating agent) to the formation of the corresponding N1-monoalkyl-substituted 1,4-dihydroquinazolines or, in the reaction with ethyl bromoacetate, to N-{[5-bromo-2-(methylamino)phenyl]diphenylmethyl}benzamide with opening of the
heterocyclic ring. The molecular structures of 1-ethyl-2,4,4-triphenyl-1,4-dihydroquinazoline and 1-ethyl-2-(7-methoxy-1,3-benzodioxol-5-yl)-4,4-diphenyl-1,4-dihydroquinazoline were investigated and proven by X-ray structural analysis.
heterocyclic ring. The molecular structures of 1-ethyl-2,4,4-triphenyl-1,4-dihydroquinazoline and 1-ethyl-2-(7-methoxy-1,3-benzodioxol-5-yl)-4,4-diphenyl-1,4-dihydroquinazoline were investigated and proven by X-ray structural analysis.
Keywords
N-{[5-bromo-2-(methylamino)phenyl]diphenylmethyl}benzamide; dimethyl sulfoxide; 4,4-diphenyl-3,4-dihydroquinazolines; N1-substituted 4,4-diphenyl-1,4-dihydroquinazolines; alkylation; molecular structure.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv