ISSN:
1434-4475
Keywords:
4-Hydroxy-1-(2-quinolinyl)-quinoline-2(1H)-ones
;
Ketene Intermediates
;
Pyrimido[3,4-a]quinoline-1,3-diones
;
Thermal Rearrangement
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Tricyclic pyrimidine betaines2, which are obtained from the reaction of 2-anilino quinolines (4) and 2,4,6-trichlorophenyl malonates (3) rearrange at temperatures above 200°Cvia ketene intermediates. Formation of either the ketene11 or the acylketene16 depends upon the reaction medium (2,4,6-trichlorophenol or diphenyl ether as solvent). The structures of the resulting rearranged products6 or7, resp., were established in the case of the pyrimido[3,4-a]quinoline7 by an independent synthesis, and for the 4-hydroxy-2-quinolone6 by degradation to the quinazolone19.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00798326
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