Hydrochloric Acid → 2-Fluoro-5-sulfamoylbenzoic acid

HRID 1608236Notes

Reaction equation

HRID 1608236 reaction equation
Cl[S:2]([C:5]1[CH:6]=[CH:7][C:8]([F:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:4])=[O:3].O.[NH3:16].O.Cl>O1CCCC1>[F:14][C:8]1[CH:7]=[CH:6][C:5]([S:2](=[O:4])(=[O:3])[NH2:16])=[CH:13][C:9]=1[C:10]([OH:12])=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6089842-Fluoro-5-chlorosulfonylbenzoic acidHCID 12896473Azane;hydrate

Product 1

HCID 24926842-Fluoro-5-sulfamoylbenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-chlorosulfonyl-2-fluorobenzoic acid (7.0 g) and 28% ammonia water (20 ml) in tetrahydrofuran (70 ml) is stirred at 0° C. for 1.5 hours. The reaction mixture is poured into water (200 ml), acidified with concentrated hydrochloric acid, and extracted with chloroform. The extracts are washed with water, dried over sodium sulfate, and evaporated under reduced pressure. The residue is washed with diethyl ether to give the title compound (5.0 g).

Workup

  1. extractionextracted with chloroform
  2. washThe extracts are washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated under reduced pressure
  5. washThe residue is washed with diethyl ether

Sources & evidence

ORD record
ord-9912a588394e4d8189a6b9697f9c4759
Source dataset
uspto-grants-1989_09
Patent number
US04870074

Reaction notes

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