4-Aminobenzonitrile → N-(4-Cyanophenyl)-4-formylbenzamide

Participants

Reaction Steps

In the same manner as that described in Example 1(1), a reaction was carried out using commercially available 4-aminobenzonitrile (343 mg, 2.9 mmol), N,N-diisopropylethylamine (1.21 ml, 7.0 mmol), 4-formylbenzoyl chloride (561 mg, 3.33 mmol) and 4-(dimethylamino)pyridine (a catalytic amount) and the reaction mixture was treated according to a similar procedure to that described in Example 1(1) to afford an oily residue. The residue was chromatographed on a silica gel column using ethyl acetate-hexane (2:1) as the eluant to obtain 4′-cyano-4-formylbenzanilide (81 mg, yield 11%) as a pale yellow solid which was recrystallized from ethyl acetate to give pale yellow powdery crystals.

Provenance & Evidence