3-(1,2-dimethyl-1H-imidazol-5-yl)nitrobenzene → 3-(1,2-dimethyl-1H-imidazol-5-yl)aniline
Reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[C:9]([N+:13]([O-])=O)[CH:10]=[CH:11][CH:12]=2)=[CH:5][N:4]=[C:3]1[CH3:16]>CO.[Pd]>[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=2)[NH2:13])=[CH:5][N:4]=[C:3]1[CH3:16]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 3-(1,2-dimethyl-1H-imidazol-5-yl)nitrobenzene (19.2 g) in methanol (200 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 5 g) under hydrogen atmosphere for 10 hours. After the catalyst was filtered off, the filtrate was evaporated under reduced pressure. The residue was triturated with ethyl acetate and diisopropyl ether to give 3-(1,2-dimethyl-imidazol-5-yl)aniline (14.65 g).
Workup
- filtrationAfter the catalyst was filtered off
- customthe filtrate was evaporated under reduced pressure
- customThe residue was triturated with ethyl acetate and diisopropyl ether
Sources & evidence
- ORD record
- ord-0eb2a3f57efd4257993c6c8aba6074ae
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06770667B1
Reaction notes
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