CONDENSED ISOQUINOLINES. 22. SYNTHESIS AND PROPERTIES OF 6,11-DIHYDRO-13H-ISOQUINO[3,2-<i>b</i>]QUINAZOLIN-13-ONES

Abstract

The reaction of 3-haloanthranilic acids with o-bromomethylphenylacetonitrile gave 2-(2-carboxy-6-halophenyl)-1,4-dihydro-3(2H)-isoquinolinium bromides. 2-Chlorophenylisoquinolinium bromides are readily converted into 4-R-6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones  by heating >145°C, but 2,4-dibromophenylisoquinolinium bromide only on fusing with anthranilic acid. The effect of the nature and position of substituents in the quinazoline fragment of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones on the rate of the rearrangement into 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied. The oxidation and borohydride reduction of 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied.

How to Cite
Potikha, L. M.  Chem. Heterocycl. Compd. 2007, 43, 759. [Khim. Geterotsikl. Soedin. 2007, 899.]

For this article in the English edition see DOI 10.1007/s10593-007-0123-9