1-Methyl-4-nitro-1H-benzimidazole → 4-Amino-1-methylbenzimidazole
Reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-])=O)[C:5]=2[N:4]=[CH:3]1>CCO.[Pd]>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([NH2:11])[C:5]=2[N:4]=[CH:3]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 1-methyl-4-nitro-1H-benzimidazole [2.1 g, 12 mmol, prepared as described in Viktor Milata et. al., Org. Prep. Proced. Int. 25 (6), 703-704 (1993)] and 5% Pd/C (0.21 g) in EtOH (40 mL) was vigorously stirred under an atmosphere of hydrogen at rt overnight. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to afford the title compound (1.65 g).
Workup
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-fd9fca2332024759bfd75888ee1080ae
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07772267B2
Reaction notes
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