4-Fluoro-2-nitrobenzoic acid → 4-Fluoroanthranilic acid

HRID 497985

Reaction equation

HRID 497985 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:11]([O-])=O)[CH:3]=1>C(O)C.[C].[Pd]>[NH2:11][C:4]1[CH:3]=[C:2]([F:1])[CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

4

Reactant 1

HCID 27374164-Fluoro-2-nitrobenzoic acid

Product 1

HCID 27249674-Fluoroanthranilic acidYield 100%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-fluoro-2-nitrobenzoic acid (22.5 g, 0.1 mol) in ethanol (200 mL), 10% palladium-carbon (1.0 g, 50% hydrate) was added, and the mixture was stirred at room temperature under hydrogen atmosphere for 4 hours. The solution was filtered to remove the catalyst, and the filtrate was concentrated under reduced pressure to give the title compound (8.38 g, 100% yield).

Workup

  1. filtrationThe solution was filtered
  2. customto remove the catalyst
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-99db7bd8acd54b54a0511e335fc39b0d
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Linked notes

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