1-(4-Nitrophenyl)-1H-imidazole → 4-(1H-imidazol-1-yl)aniline

HRID 1356424

Reaction equation

HRID 1356424 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 1231551-(4-Nitrophenyl)-1H-imidazole

Product 1

HCID 3201654-(1H-imidazol-1-yl)anilineYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-(4-nitrophenyl)-1H-imidazole (4.4 g; 23.5 mmoles) is put in solution in anhydrous methanol (140 ml) and palladium on carbon (0.44 g) is added to the medium. The reaction medium is placed under hydrogen for 4 hours. The catalyst is filtered off and the solvent is evapored to dryness. The expected product is obtained in a virtually pure state with a yield of 89% (3.3 g).

Workup

  1. filtrationThe catalyst is filtered off

Sources & evidence

ORD record
ord-d3b5d2b3792c43ce82a9fa60ed0a9925
Source dataset
uspto-grants-2003_07
Patent number
US06586454B2

Linked notes

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