N,N-dimethyl-2-nitrobenzamide → 2-Amino-N,N-dimethylbenzamide

HRID 1602793Notes

Reaction equation

HRID 1602793 reaction equation
[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-])=O>[Pd].CO>[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH2:10]

Participants

4

Reactant 1

HCID 3261775N,N-dimethyl-2-nitrobenzamide

Product 1

HCID 47781752-Amino-N,N-dimethylbenzamideYield 101.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on charcoal (0.54 g, 10% Pd by weight) was added to a solution of 2.1 g N,N-dimethyl-2-nitrobenzamide in 150 mL methanol. The resulting suspension was hydrogenated at room temperature at atmospheric pressure for three hours. After filtration of the catalyst, the solvent was removed in vacuo affording N,N-dimethyl-2-aminobenzamide (1.8 g).

Workup

  1. filtrationAfter filtration of the catalyst
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-22b2c6b43ef84da4aab3379d9e193b3c
Source dataset
uspto-grants-1999_11
Patent number
US05985837

Reaction notes

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