N,N-dimethyl-3-nitrobenzamide → 3-Amino-N,N-dimethylbenzamide

HRID 1740798Notes

Reaction equation

HRID 1740798 reaction equation
[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[CH:5]=1>C(O)C.[Pd]>[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[CH:5]=1

Participants

4

Reactant 1

HCID 347759N,N-dimethyl-3-nitrobenzamide

Product 1

HCID 4247743-Amino-N,N-dimethylbenzamideYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N,N-Dimethyl-3-nitrobenzamide (D23) (0.94 g, 4.8 mmol) was hydrogenated in ethanol (100 ml) over 10% Palladium-Charcoal (0.25 g) for 1 hour. The catalyst was removed by filtration through Kieselguhr, and the filtrate concentrated in vacuo to afford the title compound as a light brown solid (0.68 g, 87%).

Workup

  1. customThe catalyst was removed by filtration through Kieselguhr
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-d682567f8ca04867be9255ee5ab9e9a9
Source dataset
uspto-grants-1999_10
Patent number
US05972937

Reaction notes

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