Hydrochloric Acid → HCID 135773201, compound

Participants

Reaction Steps

Methyl 6-acetyl-4-chloro-7-hydroxy-8-propylquinoline-2-carboxylate (1.0 g) in dry dimethylformamide (50 mls) was added dropwise to a stirred solution of sodium thioethoxide [made by the addition of ethanethiol (0.773 g) to 50% sodium hydride in oil (0.6 g) in dry dimethylformamide (30 mls) under nitrogen]. The purple solution was stirred for 2 hours, poured into ethyl acetate and acidified with dilute hydrochloric acid. The organic layer was separated, washed with water, sodium bicarbonate solution and then dried. Evaporation of the solvent gave 0.8 g of the desired product which was recrystallised from cyclohexane to give 0.52 g of yellow needles mp 193°-195°.

Provenance & Evidence