Azobisisobutyronitrile → HCID 18325118, compound

Participants

Reaction Steps

Methyl 6-methoxy-4-(4-methoxyphenyl)-3-methylquinoline-2-carboxylate (8.27 g) was dissolved in benzene (100 ml); N-bromosuccinimide (5.24 g) and 2,2′-azobis(isobutyronitrile) (0.40 g) were added; followed by refluxing for 2 hours. After cooling to room temperature, the resulting precipitate was filtered off. The filtrate was diluted with ethyl acetate (100 ml), after which it was washed with 1 N sodium hydroxide and brine successively, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure; the residue obtained was purified by column chromatography (silica gel: 50 g, eluent: ethyl acetate-hexane=1:2). The crude crystal obtained was recrystallized from ethyl acetate-hexane to yield the title compound (9.93 g) as a colorless needle crystal.

Provenance & Evidence