1-benzyl-2-nitro-1H-imidazole → 1-Benzyl-1H-imidazol-2-ylamine
Reaction equation
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[N+:13]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Ni].CO>[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[NH2:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 1-benzyl-2-nitro-1H-imidazole (Step 160.2) (410 mg, 1.16 mmol) and Raney nickel (40 mg) in MeOH (10 mL) was stirred for 3 h at rt, under a hydrogen atmosphere. The reaction mixture was filtered through a pad of celite and concentrated to afford 345 mg of the title compound as a brown solid: ESI-MS: 173.9 [M+H]+; tR=2.02 min (System 1).
Workup
- filtrationThe reaction mixture was filtered through a pad of celite
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-43d44b30dc6147e7ae9bcad09c61e529
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08536175B2
Reaction notes
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