Hydrochloric Acid → 2-Amino-6-fluorobenzoic acid hydrochloride

HRID 67352

Reaction equation

HRID 67352 reaction equation
[F:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([N+:11]([O-])=O)[CH:5]=[CH:4][CH:3]=1.[ClH:14]>CO.[Pd]>[ClH:14].[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:11])[C:7]=1[C:8]([OH:10])=[O:9]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 6037582-Fluoro-6-nitrobenzoic acid

Product 1

HCID 250673672-Amino-6-fluorobenzoic acid hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.7 g of 10 percent palladium/carbon are added to a solution of 20.0 g (0.108 mol) of 6-fluoro-nitrobenzoic acid in a mixture of 200 ml of methanol and 27 ml of concentrated hydrochloric acid and the resulting mixture is hydrogenated at 35°-40° C. under a slight over-pressure. After filtration of the catalyst and concentration of the filtrate, the crude product is recrystallised from methanol/ether. There is obtained 6-fluoroanthranilic acid hydrochloride of melting point 176°-178° C. (decomposition).

Workup

  1. customis hydrogenated at 35°-40° C. under a slight over-pressure
  2. filtrationAfter filtration of the catalyst and concentration of the filtrate
  3. customthe crude product is recrystallised from methanol/ether

Sources & evidence

ORD record
ord-f75fddb8730846758916ad4a1bcb349a
Source dataset
uspto-grants-1982_08
Patent number
US04346031

Linked notes

Loading…