2-(4-nitrophenyl)-1H-imidazole → 4-(1H-Imidazol-2-yl)aniline

HRID 56602Notes

Reaction equation

HRID 56602 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:11][CH:12]=[CH:13][N:14]=2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH:11]1[CH:12]=[CH:13][N:14]=[C:10]1[C:7]1[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 115065962-(4-nitrophenyl)-1H-imidazole

Product 1

HCID 235069274-(1H-Imidazol-2-yl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 95 mg (0.5 mmol) of 2-(4-nitrophenyl)-1H-imidazole in 3 ml of ethanol was hydrogenated in the presence of 20 mg of palladium (10% on activated carbon) at RT and standard pressure. The reaction mixture was then filtered through Celite and the filtrate was concentrated under reduced pressure and dried. Yield: 91 mg (quant.)

Workup

  1. filtrationThe reaction mixture was then filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-4dc29688a0734388b2180d2627f7334b
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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