Condensed isoquinolines 22. Synthesis and properties of 6,11-dihydro-13H-isoquino-[3,2-<Emphasis Type="Italic">b</Emphasis>]quinazolin-13-ones |
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Authors: | L M Potikha |
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Institution: | (1) Taras Shevchenko National University, Kiev, 01033, Ukraine |
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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-isoquino3,2-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-isoquino2,3-a]quinazolin-5-ones on the rate of
the rearrangement into 6,11-dihydro-13H-isoquino3,2-b]quinazol-13-ones has been studied. The oxidation and borohydride reduction
of 6,11-dihydro-13H-isoquino3,2-b]quinazol-13-ones has been studied.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, 899–909, June, 2007. |
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Keywords: | anthranilic acid o-bromomethylphenylacetonitrile 6 11-dihydro-13H-isoquino[3 2-b]-quinazol-13-one rearrangement |
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