Ammonia → 4-Amino-2-fluoro-5-nitrobenzoic acid

HRID 1189636Notes

Reaction equation

HRID 1189636 reaction equation
[NH3:1].[F:2][C:3]1[CH:11]=[C:10](F)[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].Cl>C1COCC1>[F:2][C:3]1[CH:11]=[C:10]([NH2:1])[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 27828222,4-Difluoro-5-nitrobenzoic acid

Product 1

HCID 597853374-Amino-2-fluoro-5-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aq ammonia (6.0 mL, 32% in water) is added to a mixture of 2,4-difluoro-5-nitro-benzoic acid (6.0 g, 30 mmol) in THF (80 mL) and it is stirred over the weekend at rt. The mixture is acidified with 6N aq HCl-solution and the precipitate is filtered, washed with water and dried at 55° C. and directly used in the next step.

Workup

  1. filtrationthe precipitate is filtered
  2. washwashed with water
  3. customdried at 55° C.

Sources & evidence

ORD record
ord-b52074beb451433aba80c6d9f7785a28
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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