Hydrochloric Acid → 3-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]propionic acid

HRID 248749Notes

Reaction equation

HRID 248749 reaction equation
C[O:2][C:3](=[O:21])[CH2:4][CH2:5][S:6](=[O:20])(=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[C:15]([F:18])([F:17])[F:16].[OH-].[Na+].Cl>O1CCOCC1>[F:14][C:11]1[CH:12]=[CH:13][C:8]([NH:7][S:6]([CH2:5][CH2:4][C:3]([OH:21])=[O:2])(=[O:20])=[O:19])=[C:9]([C:15]([F:18])([F:16])[F:17])[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54423814HCID 54423814, compound

Product 1

HCID 104033993-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]propionic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

3.293 g (10 mmol) of the ester prepared in (a) is dissolved in 50 ml of dioxane and combined with 10 ml (20 mmol) of 2N sodium hydroxide solution. The mixture is stirred at 50° C. until no starting material can be detected any longer. The solution is set to a pH of 4 with hydrochloric acid and concentrated to dryness under vacuum. The residue is distributed between dichloromethane and acidified water. The organic solution is washed with water, dried over sodium sulfate, and concentrated to dryness under vacuum, thus obtaining 2.572 g (81.6% of theory) of the title compound.

Workup

  1. concentrationconcentrated to dryness under vacuum
  2. washThe organic solution is washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to dryness under vacuum

Sources & evidence

ORD record
ord-d38b93aee8f64d6ebff162c91f66ad5f
Source dataset
uspto-grants-1993_05
Patent number
US05210290

Reaction notes

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