Hydrochloric Acid → HCID 67764133, compound

HRID 439324Notes

Reaction equation

HRID 439324 reaction equation
[NH2:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][C:8]([F:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[ClH:15]>[Pd]>[ClH:15].[ClH:15].[NH2:1][C:2]1[C:10]([NH2:11])=[CH:9][C:8]([F:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18548624Benzoic acid, 2-amino-5-fluoro-3-nitro- (9CI)

Product 1

HCID 67764133HCID 67764133, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A pressure flask capable of withstanding 150 psi. was added 2-amino-5-fluoro-3-nitrobenzoic acid (1.0 g, 5.0 mmol) dissolved in 6M hydrochloric acid (40 mL) and 10% palladium on carbon (100 mg). The reaction was placed in a Parr apparatus and the flask flushed three times with hydrogen leaving an internal pressure of 65 psi. The reaction was continued for 16 hours while maintaining a pressure of 65 psi. The reaction was filtered through celite, washed with cold water and the filtrate evaporated to dryness to give 2,3-diamino-5-fluorobenzoic acid dihydrochloride (962 mg, 79%) as a light brown solid.

Workup

  1. customA pressure flask capable of withstanding
  2. customthe flask flushed three times with hydrogen leaving an internal pressure of 65 psi
  3. temperaturewhile maintaining a pressure of 65 psi
  4. filtrationThe reaction was filtered through celite
  5. washwashed with cold water
  6. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-c5943905d8644d9883646609595c006f
Source dataset
uspto-grants-1996_05
Patent number
US05514676

Reaction notes

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