Chlorosulfonic acid → HCID 86650830, compound

HRID 1014010Notes

Reaction equation

HRID 1014010 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[CH2:5][NH:6][C:7](=[O:9])[CH3:8].[Cl:13][S:14](O)(=[O:16])=[O:15]>>[C:7]([NH:6][CH2:5][C:4]1[CH:3]=[C:2]([F:1])[CH:12]=[CH:11][C:10]=1[S:14]([Cl:13])(=[O:16])=[O:15])(=[O:9])[CH3:8]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 20717934HCID 20717934, compound

Product 1

HCID 86650830HCID 86650830, compound

Procedure

(Step 1) To chlorosulfonic acid (50 ml) was added N-(3-fluorobenzyl)acetamide (11.8 g) by small portions under ice-cooling. The mixture was allowed to warm to room temperature, and stirred at 70° C. for 3 hr. The reaction mixture was poured into ice water to quench the reaction, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure to give 2-[(acetylamino)methyl]-4-fluorobenzenesulfonyl chloride (14.1 g) as a white solid.

Workup

  1. temperaturecooling
  2. customto quench
  3. customthe reaction
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-11ec2a9b503f44fcab2b1649b2229c6f
Source dataset
uspto-grants-2011_07
Patent number
US07982044B2

Reaction notes

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