Studies on quinazoline chemistry. 5. Synthesis of 3,4-dihydroquinazolines with functional substituents at C-2 atom and their alkylation reactions

Syntheses are reported for a new series of 2-substituted 4,4-diphenyl-3,4-dihydroquinazolines by the reaction of o-aminophenyldiphenylcarbinol (APC) with various nitriles. The reaction of APC with substituted 5-bromo-3-cyano-2(1H)-pyridones leads to the formation of derivatives of two products: 3,4-...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2013, Vol.48 (10), p.1492-1502
Hauptverfasser: Gromachevskaya, E. V., Kaigorodova, E. A., Pushkareva, K. S., Krapivin, G. D.
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container_end_page 1502
container_issue 10
container_start_page 1492
container_title Chemistry of heterocyclic compounds (New York, N.Y. 1965)
container_volume 48
creator Gromachevskaya, E. V.
Kaigorodova, E. A.
Pushkareva, K. S.
Krapivin, G. D.
description Syntheses are reported for a new series of 2-substituted 4,4-diphenyl-3,4-dihydroquinazolines by the reaction of o-aminophenyldiphenylcarbinol (APC) with various nitriles. The reaction of APC with substituted 5-bromo-3-cyano-2(1H)-pyridones leads to the formation of derivatives of two products: 3,4-dihydroquinazolines and 4H-3,1-benzoxazines. The alkylation of 3,4-dihydroquinazolines using dimethyl sulfate proceeds through N,N-dimethylation. The structure of these products is a function of the nature of the substituent at C-2 atom of the heterocycle.
doi_str_mv 10.1007/s10593-013-1163-y
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subjects Bisphenol-A
Chemical properties
Chemistry
Chemistry and Materials Science
Organic Chemistry
Organic compounds
Pharmacy
Resveratrol
Sulfates
title Studies on quinazoline chemistry. 5. Synthesis of 3,4-dihydroquinazolines with functional substituents at C-2 atom and their alkylation reactions
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