Acetic Acid → HCID 46945577, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2,3-diaminobenzoic acid (0.15 g, 0.824 mmol) in methanol (2 mL) was acidified with acetic acid (0.5 mL) To this mixture was added a solution of 3-fluoro-3′-methoxy-biphenyl-4-carbaldehyde (0.2466 g, 1.0695 mmol) in methanol followed by a solution of cupric acetate (0.183 g, 0.919 mmol) in water (4 mL). The resulting mixture was stirred vigorously and heated to 70° C. for 5 minutes and then filtered hot. The precipitate was washed with water and dissolved in ethanol (5 mL) containing 0.5 mL conc. HCl. A solution of sodium sulphide (0.082 g, 1.0512 mmol) in water was added. The reaction mixture was kept acidic by adding 2-3 drops of conc HCl. The reaction mixture was filtered hot to remove copper sulfide. The pH of the solution adjusted to 4 and diluted with water. The precipitate formed was filtered, washed with water and dried. The residue obtained was purified by column chromatography using 5% methanol in dichloromethane to obtain the title compound.

Provenance & Evidence