Ammonia → 4-Iodobenzenesulfonamide

HRID 656264Notes

Reaction equation

HRID 656264 reaction equation
[CH:1]1[C:6]([S:7](Cl)(=[O:9])=[O:8])=[CH:5][CH:4]=[C:3]([I:11])[CH:2]=1.[NH3:12]>>[I:11][C:3]1[CH:4]=[CH:5][C:6]([S:7](=[O:9])(=[O:8])[NH2:12])=[CH:1][CH:2]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 73994-Iodobenzenesulfonyl chloride

Product 1

HCID 132184-IodobenzenesulfonamideYield 100%

Procedure

Pipsylchloride (100 mg) was dissolved in 28% ammonia solution (4 ml) and the solution was stirred at room temperature for 1 hours. The resulting mixture was extracted with ethyl acetate (20 ml), washed with water and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was chromatographed on column eluting with ethyl acetate/hexane (1/2) to yield the compound 2-2 (89 mg, 100%).

Workup

  1. extractionThe resulting mixture was extracted with ethyl acetate (20 ml)
  2. washwashed with water and saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was chromatographed on column
  6. washeluting with ethyl acetate/hexane (1/2)

Sources & evidence

ORD record
ord-2483d43bbbd1425989ef7883dbc78227
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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