4-Methoxy-2-nitrobenzene-1-carboximidic acid → 2-Amino-4-methoxybenzamide

HRID 643843Notes

Reaction equation

HRID 643843 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([N+:12]([O-])=O)[CH:4]=1>CCO.[Ni]>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([NH2:12])[CH:4]=1

Participants

4

Reactant 1

HCID 1185584-Methoxy-2-nitrobenzene-1-carboximidic acid

Product 1

HCID 140230022-Amino-4-methoxybenzamide

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A suspension of 4-methoxy-2-nitro-benzamide (6.9 g, 35.1 mmol) in EtOH (200 ml) was hydrogenated with Raney-Ni (4.0 g) for two days at room temperature and 50 psi. The catalyst was filtered of and washed with DMF. The solvent was evaporated under reduced pressure. Yield: 5.6 g, 95%.

Workup

  1. filtrationThe catalyst was filtered of and
  2. washwashed with DMF
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8cff66d5a1c44a2ea74873568fe5be5c
Source dataset
uspto-grants-2010_04
Patent number
US07700552B2

Reaction notes

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