SYNTHESIS OF 3,4-DIHYDROQUINAZOLINES IN THE REACTION OF <i>o</i>-AMINOPHENYLDIPHENYLCARBINOL WITH NITRILES

Authors

  • E. В. Громачевская Kuban State Technological University, Krasnodar 350072
  • Г. Д. Крапивин Kuban State Technological University, Krasnodar 350072
  • Ф. В. Квитковский Kuban State Technological University, Krasnodar 350072
  • А. O. Шеин Kuban State Technological University, Krasnodar 350072
  • В. Г. Кульневич Kuban State Technological University, Krasnodar 350072

Keywords:

3,4-dihydroquinazolines, alkylation, acylation, tautomerism

Abstract

The reaction of o-aminophenyldiphenylcarbinol with nitriles of various structure in the presence of perchloric acid has been investigated. Optimal conditions have been developed for the synthesis of 3,4‑dihydroquinazolinium perchlorates, from which the corresponding 3,4-dihydroquinazolines are obtained by treatment with bases. Certain compounds with an active methylene group bound directly to the heterocycle are able to exist in tautomeric forms with migration of the multiple bond into an exocyclic position.

How to Cite
Gromachevskaya, E. V.; Krapivin, G. D.; Kvitkovskii, F. V.; Shein, A. O.; Kul'nevich, V. G. Chem. Heterocycl. Compd. 2001, 37, 588. [Khim. Geterotsikl. Soedin. 2001, 640.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1011608722443

Published

2001-05-25

Issue

Section

Original Papers