2-(Methylsulfanylphenylamino-methylene)malonic acid diethyl ester → 4-Hydroxy-2-methylsulfanyl-quinoline-3-carboxylic acid ethyl ester

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Reaction Steps

A mixture of 2-(methylsulfanyl-phenylamino-methylene)-malonic acid diethyl ester (27 g, 87 mmol) in 1,2-dichlorobenzene (100 mL) was heated to reflux for 1.5 h. The solvent was removed under reduced pressure and the oily residue was triturated with hexane to afford a pale yellow solid that was purified by preparative HPLC to yield 4-hydroxy-2 -methylsulfanyl-quinoline-3-carboxylic acid ethyl ester (8 g, 35%).

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