4-Methoxy-1-(2-methoxy-4-nitrophenyl)-1H-imidazole → 3-methoxy-4-(4-methoxy-1H-imidazol-1-yl)aniline

HRID 59103Notes

Reaction equation

HRID 59103 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][C:9]=2[O:17][CH3:18])[CH:7]=1>CCO.[Pd]>[CH3:18][O:17][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][C:8]=1[N:6]1[CH:7]=[C:3]([O:2][CH3:1])[N:4]=[CH:5]1)[NH2:14]

Participants

4

Reactant 1

HCID 1178241504-Methoxy-1-(2-methoxy-4-nitrophenyl)-1H-imidazole

Product 1

HCID 1178238413-methoxy-4-(4-methoxy-1H-imidazol-1-yl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Methoxy-1-(2-methoxy-4-nitrophenyl)-1H-imidazole (0.62 g, 2.49 mmol) was dissolved in EtOH (20 mL). Palladium on carbon (10%, 0.106 g, 0.10 mmol) was added. The mixture was shaken for 2 hours under an atmosphere of hydrogen (g). The mixture was filtered, the filter was washed with warm EtOH. The filtrate was concentrated to give the title compound as an oil, 0.52 g (95%).

Workup

  1. filtrationThe mixture was filtered
  2. washthe filter was washed with warm EtOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-7e1ffaefaab042fabfeff8bf0af068df
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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