Potassium Hydroxide → HCID 18958067, compound

HRID 2379188Notes

Reaction equation

HRID 2379188 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[K+]>O.CO>[F:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18958081HCID 18958081, compound

Product 1

HCID 18958067HCID 18958067, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 2-fluoro-5-methanesulfonylaminobenzoate (72 g) and 49 g of potassium hydroxide were dissolved in 400 ml of a 1:1 mixture of water and methanol and the solution was heated to reflux for 2 hours. Methanol was evaporated and the residue was acidified with hydrochloric acid. The crystals separated out therefrom were filtered followed by washing with water and drying to give 63 g of 2-fluoro-5-methanesulfonylaminobenzoic acid, m.p. 203°-205 ° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureto reflux for 2 hours
  3. customMethanol was evaporated
  4. customThe crystals separated out
  5. filtrationtherefrom were filtered
  6. washby washing with water
  7. customdrying

Sources & evidence

ORD record
ord-091ceb71dfac4db3853a12ef0485c8a5
Source dataset
uspto-grants-1994_11
Patent number
US05360822

Reaction notes

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