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

Authors

  • Елена В. Громачевская Kuban State Technological University, 2 Moskovskaya St., Krasnodar 350072, Russia
  • Елена А. Кайгородова Kuban State Agrarian University, 13 Kalinina St., Krasnodar 350044, Russia
  • Александр В. Беспалов Kuban State University, 149 Stavropol’skaya St., Krasnodar 350040, Russia
  • Олег П. Демидов North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Геннадий Д. Крапивин Kuban State Technological University, 2 Moskovskaya St., Krasnodar 350072, Russia

DOI:

https://doi.org/10.1007/5972

Keywords:

N-{[5-bromo-2-(methylamino)phenyl]diphenylmethyl}benzamide, dimethyl sulfoxide, 4, 4-diphenyl-3, 4-dihydroquinazolines, N1-substituted 4, 4-diphenyl-1, alkylation, molecular structure.

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.

Author Biography

Елена В. Громачевская, Kuban State Technological University, 2 Moskovskaya St., Krasnodar 350072, Russia

НИИ Химии гетроциклических соединений КубШТУ, глвный еаучный сотрудник

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Published

2020-12-18

Issue

Vol. 56 No. 12 (2020)

Section

Original Papers