Sulfuric Acid → HCID 22097606, compound

Participants

Reaction Conditions

Reaction Steps

Conc. sulfuric acid (0.03 ml) was added to a mixture of 2-amino-4,5,3',4'-tetramethoxybenzophenone (453 mg), ethyl 6-(1-imidazolyl)-3-oxohexanoate (320 mg) and acetic acid (5 ml), and the mixture was stirred at 100° C. for 2 hours. The reaction mixture was concentrated under reduced pressure. The residue was poured into water, and the mixture was made alkaline with 2N sodium hydroxide and extracted with chloroform. The chloroform layer was washed with water and dried over magnesium sulfate, and the solvent was evaporated. The residual oil was subjected to column chromatography on silica gel. The fractions eluted with chloroform/methanol (50/1, v/v) gave ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-[3-(1-imidazolyl)propyl]quinoline-3-carboxylate (310.0 mg, 43%) which was then recrystallized from ethyl acetate-hexane. Colorless prisms. mp. 164°-165° C.

Provenance & Evidence