5-Fluoro-N-methyl-2-nitrobenzamide → 2-Amino-5-fluoro-N-methylbenzamide

HRID 1887687Notes

Reaction equation

HRID 1887687 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-])=O)=[C:6]([CH:11]=1)[C:7]([NH:9][CH3:10])=[O:8].[H][H]>[Pd].CO>[NH2:12][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:11][C:6]=1[C:7]([NH:9][CH3:10])=[O:8]

Participants

5

Reactant 2

HCID 442030775-Fluoro-N-methyl-2-nitrobenzamideHCID 178418361HCID 178418361, compound

Product 1

HCID 431325582-Amino-5-fluoro-N-methylbenzamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Pd/C (10% wt, 860 mg) was added to 5-Fluoro-N-methyl-2-nitrobenzamide (4.58 g, 23.4 mmol) under argon. Methanol was added (50 mL) and the argon balloon was replaced with a hydrogen balloon. The mixture was stirred for 24 h at room temperature. It was filtered through a celite pad and the solvent was removed to yield the title compound as a pale yellow solid in quantitative yield.

Workup

  1. filtrationIt was filtered through a celite pad
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-24cca819d4764baaa7eb2bc69e9eaa65
Source dataset
uspto-grants-2013_08
Patent number
US08501763B2

Reaction notes

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