4-(4-nitro-1H-benzimidazol-1-yl)benzonitrile → 4-(4-amino-1H-benzimidazol-1-yl)benzonitrile
Reaction equation
[N+:1]([C:4]1[C:12]2[N:11]=[CH:10][N:9]([C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=3)[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[C:12]2[N:11]=[CH:10][N:9]([C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=3)[C:8]=2[CH:7]=[CH:6][CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred solution of 4-(4-nitro-1H-benzimidazol-1-yl)benzonitrile (1.2 g, 4.54 mmol) in ethanol (100 mL) at rt was added Pd/C 10% (96 mg) in one portion and the mixture was stirred under a hydrogen atmosphere at normal pressure for 26 h. The suspension was filtered, and the solution was evaporated. Purification of the residue by flash chromatography yielded 4-(4-amino-1H-benzimidazol-1-yl)benzonitrile (0.45 g, 42.3%).