79359-44-7Relevant academic research and scientific papers
A one-pot synthesis of 4-methylpyrano[3,2-c]quinolin-2,5[6H]-diones
Venkatesh Kumar,Rajendran
, p. 289 - 294 (2004)
4-hydroxy-2-quinolone being endowed with both nucleophilic and electrophilic properties furnishes the dimeric quinoline in a base catalyzed self-condensation process. A one step synthesis, starting from 4-hydroxy-2-quinolone with ethyl acetoacetate and pyridine proceeded through the Michael addition, which was followed by cyclization, gave an angular isomer 4-methylpyrano[3,2-c]quinolin-2,5[6H]-dione. The reaction was then extended to synthesize further derivatives of angular pyrano quinolones. Structures of all the products have been established by spectral and elemental analysis data.
The Niementowski reaction of anthranilic acid with ethyl acetoacetate revisited: A new access to pyrano[3,2-c]quinoline-2,5-dione
Poronik, Yevgen M.,Klajn, Jan,Borzecka, Wioleta,Gryko, Daniel T.
, p. 7 - 11 (2017/02/19)
The reaction of anthranilic acid with ethyl acetoacetate gives rise directly to 4-methylpyrano[3,2-c]quinoline-2,5-dione. The mechanism is assumed to involve condensation of the initial product with a second molecule of the β-ketoester. None of the expected compound (2-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid) is formed in the reaction. (Chemical Equation Presented).
