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ChemicalBook CAS DataBase List 4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester
39497-01-3

4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester synthesis

3synthesis methods
Methanol

67-56-1

2-Hydroxy-4-quinolincarboxylic acid

15733-89-8

4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester

39497-01-3

Example II Synthesis of 2-quinoline triazole derivatives: 2-hydroxyquinoline-4-carboxylic acid (500 mg, 2.65 mmol) was suspended in anhydrous methanol and concentrated sulfuric acid (96%, 40 drops) was added slowly. The reaction mixture was heated to reflux until the solution became clear. Stirring was continued under reflux conditions for 18 hours (the reaction was monitored by LC-MS until the starting material disappeared completely). Upon completion of the reaction, it was cooled to room temperature and a white precipitate was precipitated. The precipitate was collected by filtration and washed with diethyl ether to give a white solid product in 70% yield (0.38 g). The product was characterized by 1H NMR (DMSO, INOVA-400): δ 3.91 (s, 3H), 6.88 (d, 1H, J = 1.6 Hz), 7.22 (td, 1H, Jt = 7.5 Hz, 0.8 Hz), 7.35 (d, 1H, J = 8.4 Hz), 7.55 (td, 1H, Jt = 7.2 Hz).

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Yield:39497-01-3 75%

Reaction Conditions:

with fluorine in water;acetonitrile;Ambient temperature;

References:

Puy, Michael Van Der;Nalewajek, David;Wicks, Gene E. [Tetrahedron Letters,1988,vol. 29,# 35,p. 4389 - 4392]