Chlorosulfonic acid → 4-(2-Amino-2-oxoethoxy)benzenesulfonyl chloride

HRID 411608Notes

Reaction equation

HRID 411608 reaction equation
[O:1]([CH2:8][C:9]([NH2:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:12][S:13](O)(=[O:15])=[O:14]>ClCCl>[Cl:12][S:13]([C:5]1[CH:6]=[CH:7][C:2]([O:1][CH2:8][C:9]([NH2:11])=[O:10])=[CH:3][CH:4]=1)(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 693142-Phenoxyacetamide

Product 1

HCID 116444964-(2-Amino-2-oxoethoxy)benzenesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.0 g of 2-(phenoxy)acetamide was dissolved in 10 ml of dichloromethane and 6 ml of chlorosulfonic acid was slowly added at 0 ° C. The reaction mixture was stirred at room temperature for 10 hr. Dichloromethane was evaporated under reduced pressure. Residual material was poured on chopped ice. Solid was collected by filtration and dried in vacuo. 3.9 g of product was obtained. M.P. 166-171° C. (decomposition)

Workup

  1. customDichloromethane was evaporated under reduced pressure
  2. additionResidual material was poured on chopped ice
  3. filtrationSolid was collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-8e120287070b432088cb6bfb9a7bff52
Source dataset
uspto-grants-2003_05
Patent number
US06559167B1

Reaction notes

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