Condensed Isoquinolines. 26. Oxidation Reactions of 6,11-dihydro-13H-isoquino-[3,2-b]quinazolin-13-one derivatives Full article
Journal |
Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353 |
||
---|---|---|---|
Output data | Year: 2007, Volume: 43, Number: 12, Pages: 1551-1558 Pages count : 8 DOI: 10.1007/s10593-007-0240-5 | ||
Tags | 2-[(4-oxo-3,4-dihydro-2-quinazolinyl)carbonyl]benzoic acid, 6-benzyl-13H-isoquino[3,2-b]quinazolin-13-one, 6-methyl-13-oxo-5H, 13H-isoquino[3,2-b]quinazolinium perchlorate, Isoquino[3,2-b]quinazoline, Oxidation | ||
Authors |
|
||
Affiliations |
|
Abstract:
Oxidation of the hydrobromide of 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-one with dimethyl sulfoxide leads to 11-hydroxy-11H-isoquino[3,2-b]quinazoline-6,13-dione, and with hydrogen peroxide to the hydrobromide of 2-[(4-oxo-3,4-dihydro-2-quinazolinyl)carbonyl]benzoic acid. Salts of 5- and 6-alkyl-substituted isoquino[3,2-b]quinazolines are readily oxidized on boiling in nitrobenzene, which leads to aromatization of the isoquino[3,2-b]quinazoline system to 5-methyl-13-oxo-5H,13Hisoquino[3,2-b]quinazolinium perchlorate and 6-benzyl-13H-isoquino[3,2-b]quinazolin-13-one. The structures of the dehydrogenation products were established from 1H NMR and UV spectra. The interaction of the obtained compounds with NaBH4 has been studied.
Cite:
Potikha L.M.
, Kovtunenko V.A.
, Tarasevich A.V.
Condensed Isoquinolines. 26. Oxidation Reactions of 6,11-dihydro-13H-isoquino-[3,2-b]quinazolin-13-one derivatives
Chemistry of Heterocyclic Compounds. 2007. V.43. N12. P.1551-1558. DOI: 10.1007/s10593-007-0240-5 Scopus РИНЦ
Condensed Isoquinolines. 26. Oxidation Reactions of 6,11-dihydro-13H-isoquino-[3,2-b]quinazolin-13-one derivatives
Chemistry of Heterocyclic Compounds. 2007. V.43. N12. P.1551-1558. DOI: 10.1007/s10593-007-0240-5 Scopus РИНЦ
Dates:
Submitted: | Jan 22, 2007 |
Published print: | Dec 1, 2007 |
Identifiers:
Scopus | 2-s2.0-43349091646 |
Elibrary | 14117133 |
Chemical Abstracts | 2008:586304 |
Chemical Abstracts (print) | 150:237544 |
OpenAlex | W2951256574 |