Water → 3-Amino-5-fluoro-2-nitro-benzoic acid ethyl ester

HRID 1367992Notes

Reaction equation

HRID 1367992 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7](F)[C:6]=1[N+:13]([O-:15])=[O:14])[CH3:2].C(=O)([O-])[O-].[NH4+:21].[NH4+].O>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([NH2:21])[C:6]=1[N+:13]([O-:15])=[O:14])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 517111Ammonium CarbonateHCID 46311351Ethyl 3,5-difluoro-2-nitrobenzoate

Product 1

HCID 669405243-Amino-5-fluoro-2-nitro-benzoic acid ethyl esterYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4.64 g (20 mmol) of 3,5-difluoro-2-nitro-benzoic acid ethyl ester in DMF and 2.1 g (22 mmol) of ammonium carbonate was heated at 60° C. for 6 h. The reaction mixture was treated with water. The resulting solid was collected by filtration and washed with water to produce 3.4 g (15.0 mmol, 75%) of 3-amino-5-fluoro-2-nitro-benzoic acid ethyl ester. LCMS: 229 (M+1)+.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-487e0cf9e336447cafce0549498d7d66
Source dataset
uspto-grants-2011_02
Patent number
US07893267B2

Reaction notes

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