Pyranoquinolines. Part I. Syntheses and ultraviolet absorption characteristics of 6-chloro-4H-pyrano[3,2-h]quinoline-4-ones
6-Chloro-2-phenyl and 2-p-anisyl-4H-pyrano[3,2-h]quinoline-4-ones, their 2,3-dihydro and 3-hydroxy derivatives, and 6-chloro-3-benzoyl-2-phenyl-4H-pyrano[3,2-h]quinoline-4-one are synthesized by the application of appropriate flavonoid syntheses to 5-chloro-7-acetyl-8-hydroxyquinoline ( 5 ). 5 was f...
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Published in | Canadian journal of chemistry Vol. 47; no. 1; pp. 105 - 112 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
Ottawa, Canada
NRC Research Press
01.01.1969
|
Online Access | Get full text |
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Summary: | 6-Chloro-2-phenyl and 2-p-anisyl-4H-pyrano[3,2-h]quinoline-4-ones, their 2,3-dihydro and 3-hydroxy derivatives, and 6-chloro-3-benzoyl-2-phenyl-4H-pyrano[3,2-h]quinoline-4-one are synthesized by the application of appropriate flavonoid syntheses to 5-chloro-7-acetyl-8-hydroxyquinoline (
5
).
5
was formed on Friedel-Crafts acetylation of 5-chloro-8-methoxy and -8-hydroxyquinolines. Ultraviolet spectra of
5
are studied at three different pH's in aqueous ethanol and those of the pyranoquinolines are studied in ethanolic solutions and compared with those of their corresponding simple flavonoids. |
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ISSN: | 0008-4042 1480-3291 |
DOI: | 10.1139/v69-013 |