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.[H][H]>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
5
Reactant 2
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 atmoshphere of hydrogen at rt overnight. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to afford the tiltle compound (1.65 g).
Workup
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-af6de576f52b43a29526c64c6d613f25
- Source dataset
- uspto-grants-2008_07
- Patent number
- US07405234B2
Reaction notes
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