1-(3-nitrophenyl)-1H-imidazole → 3-(1H-imidazol-1-yl)aniline
Reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([N+:12]([O-])=O)[CH:9]=[CH:10][CH:11]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[H][H]>C(O)(=O)C.[Pd]>[N:1]1([C:6]2[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=2)[NH2:12])[CH:5]=[CH:4][N:3]=[CH:2]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To 3-(1-imidazolyl)nitrobenzene (51.6 g, 0.27 mol) in acetic acid (500 ml) is added palladium catalyst (5 g 5% Pd on activated carbon) and the mixture is hydrogenated under pressure (Pstart :4 bar) until the hydrogen uptake has ceased. The mixture is filtered through celite and the filtrate is evaporated to dryness to leave 2d as a light-brown oil. Yield: 40.4 g (93%).
Workup
- filtrationThe mixture is filtered through celite
- customthe filtrate is evaporated to dryness
Sources & evidence
- ORD record
- ord-ddc97b91405f47cfa0eaba1cdc5c1e0d
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05922725
Reaction notes
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