[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.C(N(CC)C(C)C)(C)C.[CH:19]([C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1)=[O:20]>CN(C)C1C=CN=CC=1>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([NH:1][C:25](=[O:26])[C:24]2[CH:28]=[CH:29][C:21]([CH:19]=[O:20])=[CH:22][CH:23]=2)=[CH:3][CH:4]=1)#[N:7]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.
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