4-Iodobenzenesulfonyl chloride → HCID 23666130, compound

HRID 465492Notes

Reaction equation

HRID 465492 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+:16].S([O-])([O-])=O.[Na+].[Na+]>O>[I:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[Na+:16]

Participants

5

Reactant 3

HCID 73994-Iodobenzenesulfonyl chlorideHCID 24437Sodium SulfiteHCID 516892Sodium Bicarbonate

Product 1

HCID 23666130HCID 23666130, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

4-Iodobenzenesulphonyl chloride (30.2 g, 100 mmol) was added in portions to a vigorously stirred solution of sodium bicarbonate (16.8 g, 200 mmol) and anhydrous sodium sulphite (24 g, 190 mmol) in water (100 ml) at 70°-80° C. The temperature was kept at 70°-80° C. by intermittent heating. When the addition was complete, the mixture was heated and stirred at 70°-80° C. for a further hour. The mixture was then filtered and the filtrate allowed to cool to approximately 40° C. The resulting solid which crystallised from the solution was separated by filtration, washed with ice-cold water and dried in vacuo for 48 hours over sodium hydroxide and calcium chloride, to give sodium 4-iodobenzenesulphinate m.p. >350° C., which was used without further purification or characterisation.

Workup

  1. customwas kept at 70°-80° C. by intermittent heating
  2. additionWhen the addition
  3. temperaturethe mixture was heated
  4. filtrationThe mixture was then filtered
  5. customThe resulting solid which crystallised from the solution
  6. customwas separated by filtration
  7. washwashed with ice-cold water
  8. dry with materialdried in vacuo for 48 hours over sodium hydroxide and calcium chloride

Sources & evidence

ORD record
ord-f5d8033939f949f4b43fc98147aac72b
Source dataset
uspto-grants-1992_10
Patent number
US05153227

Reaction notes

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