Hydrochloric Acid → 4-Amino-2-fluorobenzenesulfonamide

HRID 497240Notes

Reaction equation

HRID 497240 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH2:14])(=[O:13])=[O:12])=[C:7]([F:15])[CH:6]=1)(=O)C.[OH-].[Na+].Cl>O>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH2:14])(=[O:12])=[O:13])=[C:7]([F:15])[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 17812095N-(3-fluoro-4-sulfamoylphenyl)acetamide

Product 1

HCID 223168984-Amino-2-fluorobenzenesulfonamideYield 63.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-acetamido-2-fluorobenzenesulfonamide (11.15 g, 48 mmol) and sodium hydroxide (11.5 g, 480 mmol) in water (80 mL) was heated at reflux temperature for 3 hours. The mixture was made neutral by addition of 2N—HCl solution, and resulting suspension was filtered to give the subtitle compound (5.8 g, 63.5% yield).

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 3 hours
  3. customresulting suspension
  4. filtrationwas filtered

Sources & evidence

ORD record
ord-a20b46dd49e34c2387f77c7f1fe52741
Source dataset
uspto-grants-2005_09
Patent number
US06949536B2

Reaction notes

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