Water → HCID 23071661, compound

HRID 1280941Notes

Reaction equation

HRID 1280941 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.O.[Cl-].[K+:20].O[S:22]([OH:25])(=[O:24])=[O:23].[O:26]=[S:27](=[O:29])=[O:28]>>[K+:20].[K+:20].[S:8]([C:11]1[CH:16]=[C:15]([S:27]([O-:29])(=[O:28])=[O:26])[C:14]([Cl:17])=[CH:13][CH:12]=1)([C:5]1[CH:6]=[C:7]([S:22]([O-:25])(=[O:24])=[O:23])[C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:9])=[O:10]

Participants

5

Reactant 4

HCID 962WaterHCID 4873Potassium ChlorideHCID 66254,4'-Dichlorodiphenyl sulfoneHCID 24681Fuming sulfuric acid

Product 1

HCID 23071661HCID 23071661, compoundYield 62%

Conditions

Temperature
120 °C

Procedure

57.44 g of bis(4-chlorophenyl)sulfone are dissolved in 60%-oleum in a round-bottomed flask with a drying conduit under cooling with ice and stirring, heated to 120° C., and kept at this temperature overnight. The reaction mixture is added to water and the product is salted out with potassium chloride. It precipitates as a white deposit, is syphoned off, washed with a saturated potassium chloride solution, and recrystallized from ethanol/water (5:4). 65.4 g (62% yield) are obtained as product in white needles, which crumble to a white powder by drying under high vacuum at 120° C. The melting or decomposition point is above 250° C. The characterization takes place with 1H-NMR and 13C-NMR spectroscopy.

Workup

  1. temperatureunder cooling with ice
  2. customkept at this temperature overnight
  3. customIt precipitates as a white deposit
  4. washwashed with a saturated potassium chloride solution
  5. customrecrystallized from ethanol/water (5:4)
  6. custom65.4 g (62% yield) are obtained as product in white needles, which
  7. customby drying under high vacuum at 120° C

Sources & evidence

ORD record
ord-e108c1f97a024ab7a6d1e38e952a98fa
Source dataset
uspto-grants-2002_09
Patent number
US06451921B2

Reaction notes

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