Methyl 4-aminobenzoate → HCID 178498130, compound

Participants

Reaction Steps

The mixture solution of 4-aminobenzoic acid methyl ester (10.8 g, 71.4 mmol), 2,4-difluoro-benzaldehyde (10.3 g, 72.4 mmol) and p-toluenesulfonic acid (271.8 mg, 1.4 mmol) in toluene (150 mL) was heated to reflux for 12 h. Then the reaction mixture was cooled to room temperature. The solvent was removed in vacuo and the residue was washed with ether to afford 4-{[1-(2,4-difluoro-phenyl)-meth-(E)-ylidene]amino}-benzoic acid methyl ester (19.64 g, quant.) as a light yellow solid: MS (ESI) M+1=276.1.

Provenance & Evidence