Water → Methyl 3-amino-5-fluoro-2-nitrobenzoate

HRID 1910219Notes

Reaction equation

HRID 1910219 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6](F)[C:5]=1[N+:12]([O-:14])=[O:13].C(=O)([O-])[O-].[NH4+:20].[NH4+].O>CN(C=O)C>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([NH2:20])[C:5]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 517111Ammonium CarbonateHCID 46311132Methyl 3,5-difluoro-2-nitrobenzoate

Product 1

HCID 58724451Methyl 3-amino-5-fluoro-2-nitrobenzoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

6.0 g (27.5 mmol) of 3,5-difluoro-2-nitro-benzoic acid methyl ester was dissolved in DMF and treated with 2.9 g (30.25 mmol) of ammonium carbonate. The reaction was heated at 60° C. for 6 h. Water was added to the reaction mixture. The solid produced was collected by filtration and washed with water to produce 3-amino-5-fluoro-2-nitro-benzoic acid methyl ester. LCMS: 215 (M+1)+.

Workup

  1. customThe solid produced
  2. filtrationwas collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-47b33926b2d74870b937bae305ee0a1f
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

Loading…