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Synthesis of 3,4-Dihydroquinazolines in the Reaction of o-Aminophenyldiphenylcarbinol with Nitriles
Authors:E. V. Gromachevskaya  G. D. Krapivin  F. V. Kvitkovskii  A. O. Shein  V. G. Kul'nevich
Affiliation:(1) Kuban State Technological University, Krasnodar, 350072, Russia
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.
Keywords:3,4-dihydroquinazolines  alkylation  acylation  tautomerism
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