Acetic Acid → 1-Isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylic acid

Participants

Reaction Steps

A solution of 5.0 g of 2-isopropylaminobenzaldehyde, 4.8 g of malonic acid, 5 ml of piperidine, 5 ml of acetic acid and 50 ml of toluene was heated to reflux for 3.5 hours. The reaction solution was washed with water. The crude product partly precipitated was filtered. The filtrate was extracted with 2N sodium hydroxide aqueous solution and the precipitates above was dissolved in the extract. The resulting solution was washed with toluene and aqueous hydrochloric acid solution was then added thereto to render the system acidic. The precipitates were washed with water and dried to give 3.9 g of 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylic acid.

Provenance & Evidence