2-Methyl-4-nitrobenzamide → 4-Amino-2-methylbenzamide

HRID 1690264Notes

Reaction equation

HRID 1690264 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]>CCO.[Pd]>[NH2:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([NH2:6])=[O:5])=[C:2]([CH3:1])[CH:10]=1

Participants

4

Reactant 1

HCID 201651202-Methyl-4-nitrobenzamide

Product 1

HCID 230682064-Amino-2-methylbenzamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

2-methyl-4-nitrobenzamide (E111) was dissolved in EtOH under Ar and 10% Pd/C added. The reaction was pump-purged with H2 and left stirring at room temperature overnight. The catalyst was removed by filtration and the reaction concentrated to give pure 4-amino-2-methylbenzamide (E112).

Workup

  1. additionadded
  2. customThe reaction was pump-purged with H2
  3. waitleft
  4. customThe catalyst was removed by filtration
  5. concentrationthe reaction concentrated

Sources & evidence

ORD record
ord-7d3c67d88da14815b641048464c94aa0
Source dataset
uspto-grants-2012_04
Patent number
US08153656B2

Reaction notes

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