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

Елена В. Громачевская, Елена А. Кайгородова, Александр В. Беспалов, Олег П. Демидов, Геннадий Д. Крапивин
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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.

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.

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