Potassium Carbonate → 2-(Oxiran-2-yl)benzene-1-sulfonamide

HRID 569455

Reaction equation

HRID 569455 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH2:12])(=[O:11])=[O:10])=[CH2:2].C(=O)([O-])[O-:14].[K+].[K+]>C(Cl)(Cl)Cl>[O:14]1[CH2:2][CH:1]1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH2:12])(=[O:10])=[O:11]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 113674032-Ethenylbenzenesulfonamide

Product 1

HCID 138845232-(Oxiran-2-yl)benzene-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution consisting of 2-ethenylbenzenesulfonamide (1.5 g, 8.1 mmol) m-chloroperbenzoic acid (1.4 g, 8.1 mmol) and potassium carbonate (1.1 g, 8.1 mmol) in 150 ml of chloroform was stirred for 4 days at room temperature. The reaction was filtered and the filtrate was washed with saturated sodium bicarbonate. The organic layer was separated, dried and concentrated. The resulting oil was flash chromatographed (methylene chloride) to yield the subject compound as a white solid, m.p. 136°-139° C.

Workup

  1. filtrationThe reaction was filtered
  2. washthe filtrate was washed with saturated sodium bicarbonate
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated
  6. customchromatographed (methylene chloride)

Sources & evidence

ORD record
ord-61218c3e69fa460da834ee153f38e71b
Source dataset
uspto-grants-1988_03
Patent number
US04732604

Linked notes

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