Chlorosulfonic acid → HCID 22359255, compound

HRID 1173100Notes

Reaction equation

HRID 1173100 reaction equation
[C:1]1([CH2:7][CH2:8][S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:13][S:14](O)(=[O:16])=[O:15]>>[S:9]([CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][C:4]([S:14]([Cl:13])(=[O:16])=[O:15])=[CH:5][CH:6]=1)(=[O:10])(=[O:11])[NH2:12]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 204808Benzeneethanesulfonamide

Product 1

HCID 22359255HCID 22359255, compoundYield 77.2%

Procedure

1.3 g (7.3 mmol) of 2-phenylethanesulfonamide was added to 2.4 g (36.5 mmol) of chlorosulfonic acid under ice-cooling over 20 minutes, followed by stirring at room temperature for further 90 minutes. The reaction mixture solution was poured into ice-water, and then extracted with ethyl acetate. The extract was successively washed with an aqueous saturated sodium bicarbonate and brine, and dried over magnesium sulfate. The solvent was evaporated, to give 1.6 g of the title compound.

Workup

  1. temperaturecooling over 20 minutes
  2. extractionextracted with ethyl acetate
  3. washThe extract was successively washed with an aqueous saturated sodium bicarbonate and brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-9ec12645fce04357a1abc45e77bdeb35
Source dataset
uspto-grants-2010_11
Patent number
US07834049B2

Reaction notes

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