Benzenesulfonyl chloride → HCID 16788093, compound

HRID 2371446Notes

Reaction equation

HRID 2371446 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7].[OH-].[Na+].[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[F:1][C:2]1[CH:3]=[C:4]([NH:11][S:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:22])=[O:21])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 27249674-Fluoroanthranilic acid

Product 1

HCID 16788093HCID 16788093, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Fluoroanthranilic acid (1.5 g) and sodium hydroxide (0.4 g) were stirred in cold water (100 ml) at ca. 5°. Benzenesulphonyl chloride (1.25 ml) was added and the mixture was stirred overnight, acidified and extracted with dichloromethane. The extracts were washed, dried and evaporated to give 4-fluoro-N-(phenylsulphonyl)anthranilic acid, mp 158°-9°. (Compound 14).

Workup

  1. extractionextracted with dichloromethane
  2. washThe extracts were washed
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-940168a979ff421bab8ccff55ff830e0
Source dataset
uspto-grants-1992_03
Patent number
US05093364

Reaction notes

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