5-Methyl-4-(4-nitro-phenyl)-imidazole → 4-(5-Methyl-1H-imidazol-4-yl)aniline

HRID 851748Notes

Reaction equation

HRID 851748 reaction equation
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1.[H][H]>CO.[Pd]>[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 235073515-Methyl-4-(4-nitro-phenyl)-imidazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 235076304-(5-Methyl-1H-imidazol-4-yl)anilineYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Sixty grams of 5-methyl-4-(4-nitrophenyl)-1-H-imidazole dissolved in methanol was hydrogenated in the presence of 0.7 gm of 5% Pd catalyst at atmospheric pressure and at room temperature. When the calculated amount of hydrogen was taken up, the catalyst was filtered off, and the solution was evaporated to dryness to yield 45 gm of 5-methyl-4-(4-aminophenyl)-1-H-imidazole.

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-900f2d852ef0466183ad7397bf58a7f1
Source dataset
uspto-grants-1983_05
Patent number
US04386099

Reaction notes

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