[Cl:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([CH:7]=[N:8][OH:9])=[CH:5][CH:4]=1.[Cl:12]N1C(=O)CCC1=O.Cl.O>CN(C=O)C.O1CCOCC1>[CH:11]1[C:3]([CH2:2][Cl:1])=[CH:4][CH:5]=[C:6](/[C:7](/[Cl:12])=[N:8]\[OH:9])[CH:10]=14-Chloromethylbenzaldehyde oxime (12.69 g, 74.82 mmol) was dissolved in DMF (250 ml), N-chlorosuccinimide (12.00 g, 89.87 mmol), and then 4N hydrogen chloride in 1,4-dioxane (120 ml) were added, and the mixture was stirred at room temperature for 30 min. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (15.27 g, 100%).
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