[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[CH3:14])=[CH:5][CH:4]=1)#[N:2].[Cl:15]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Cl:15][C:13]1[N:9]([C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=2)[C:10]([CH3:14])=[N:11][CH:12]=1A solution of 1-(4-cyanophenyl)-2-methylimidazole (3 g, 16.4 mmol) and N-chlorosuccinimide (2.18 g, 16.3 mmol) in chloroform (180 ml) was heated at reflux for 4 hours, then washed with water, dried over magnesium sulphate and evaporated to a yellow solid. Trituration with ether left a pale-yellow solid (2.38 g, 67%).
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