4-Nitroacetanilide → 4-Aminoacetanilide

HRID 392027

Reaction equation

HRID 392027 reaction equation
[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].O.NN>CO.[Ni]>[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3]

Participants

5

Reactant 2

HCID 76914-NitroacetanilideHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 312304-Aminoacetanilide

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1.688 g (9.38 mmol) p-acetamino nitrobenzene is dissolved in 10 ml of anhydrous methanol. Suitable amount, i.e., 0.1266 g Raney-Ni and 0.83 g (14.1 mmol, 85%) hydrazine hydrate is added to the solution. The mixture is reacted for 6 hours, and then suction filtered. The filtrate is concentrated to give a product, p-acetamino aniline. The yield reaches the theoretical value.

Workup

  1. customThe mixture is reacted for 6 hours
  2. filtrationsuction filtered
  3. concentrationThe filtrate is concentrated

Sources & evidence

ORD record
ord-7b5bee5ffd22411b9c225814c72c5636
Source dataset
uspto-grants-2004_10
Patent number
US06800590B2

Linked notes

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