CONDENSED ISOQUINOLINES. 21. CONDENSATION OF <i>o</i>-BROMOMETHYLPHENYLACETONITRILE WITH SUBSTITUTED ANTHRANILIC ACIDS

Authors

  • Л. М. Потиха Taras Shevchenko National University, Kiev 01033
  • В. А. Ковтуненко Taras Shevchenko National University, Kiev 01033
  • В. М. Кисиль Taras Shevchenko National University, Kiev 01033

DOI:

https://doi.org/10.1007/7551

Keywords:

anthranilic acid, o-bromomethylphenylacetonitrile, 7, 12-dihydro-5H-isoquino[2, 3-a]quinazolin-5-one, enamine

Abstract

The reaction of substituted anthranilic acids and esters with o-bromomethylphenylacetonitrile give 2,3-R,R1-7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one hydrobromides. It was found that 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones can exist in  the two tautomeric imine and enamine forms. The tautomeric equilibrium position depends on the nature and position of the substituent in the quinazoline fragment. The borohydride reduction,  oxidation, and reaction of 2,3-R,R1-7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones with electrophilic reagents has been studied.

How to Cite
Potikha, L. M.; Kovtunenko, V. A.; Kisil, V. M.  Chem. Heterocycl. Compd. 2007, 43, 460. [Khim. Geterotsikl. Soedin. 2007, 562.]

For this article in the English edition see DOI 10.1007/s10593-007-0066-1


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Published

2023-03-23

Issue

No. 4 (2007)

Section

Original Papers