Hydrogen Bromide → HCID 15591094, compound

Participants

Reaction Steps

In 10 ml of 47% by weight hydrobromic acid was suspended 0.15 g of 1-(3,4-methylenedioxyphenyl)-6-(4-dimethylaminophenyl)-4-oxo-1,4-dihydronicotinic acid, and they were refluxed for 2 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and diluted with 10 ml of water. This solution was adjusted to a pH of 12 with a 20% weight aqueous sodium hydroxide solution, washed with 20 ml of chloroform, and again adjusted to a pH of 6.0 with acetic acid. This solution was extracted with 50 ml of chloroform, and the extract was washed with 30 ml of a saturated aqueous solution of sodium chloride and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/methanol (15:1 by volume) mixture) to obtain 0.05 g of 1-(3,4-dihydroxyphenyl)-6-(4-dimethylaminophenyl)-4-oxo-1,4-dihydronicotinic acid having a melting point of 223°-227° C.

Provenance & Evidence