N-(4-Nitrophenyl)propionamide → N-(4-Aminophenyl)propanamide

HRID 24768Notes

Reaction equation

HRID 24768 reaction equation
[C:1]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1)(=[O:4])[CH2:2][CH3:3].[H][H]>CO.[Pd]>[C:1]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1)(=[O:4])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 3627923N-(4-Nitrophenyl)propionamideHCID 178418361HCID 178418361, compound

Product 1

HCID 314342N-(4-Aminophenyl)propanamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

250 mg (2 mmol) of N-propionyl-4-nitroaniline are dissolved in 200 ml of methanol and combined with 0.6 g of 10% palladium/charcoal. The product is hydrogenated in a hydrogen atmosphere at 2 bar for 30 minutes. Then the catalyst is filtered off and the solvent is eliminated in vacuo.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-3b91ba32e4944bce809d7a26b6f46926
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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