HCID 21654345, compound → HCID 19982481, compound

Participants

Reaction Conditions

Reaction Steps

10.5 g of 2-(4'-butyoxy-3'-methoxyphenyl)quinoline-4-carboxylic acid (prepared as described in Example 7) were dissolved in 50 g of thionyl chloride, and the solution was refluxed for half an hour. The excess thionyl chloride was distilled off under reduced pressure, and the residue was introduced into 50 g of 2-ethylhexylamine with ice-water cooling. The mixture was stirred at 25° C. for 1 hour and at 80° C. for a further half hour. After cooling, 200 ml of methanol were added to dilute the mixture, and the precipitated product was washed with methanol and water and dried at 60° C. in a drying cabinet. 6.5 g were obtained of N-(2'-ethylhexyl)-2-(4'-butoxy-3'-methoxyphenyl)quinoline-4-carboxamide. The colorless crystals melt at 118° C. and have a λmax in toluene at 352 nm. In 2% strength methanolic hydrochloric acid the λmax is 403 nm.

Provenance & Evidence