1-Chloro-4-(methylsulfonyl)benzene → 2-Chloro-5-(methylsulfonyl)benzenesulfonyl chloride

HRID 1199633Notes

Reaction equation

HRID 1199633 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)(=[O:9])=[O:8]>>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([S:7]([CH3:6])(=[O:9])=[O:8])=[CH:11][C:12]=1[S:2]([Cl:1])(=[O:5])=[O:3]

Participants

3

Reactant 2

HCID 73951-Chloro-4-(methylsulfonyl)benzeneHCID 24638Chlorosulfonic acid

Product 1

HCID 162284822-Chloro-5-(methylsulfonyl)benzenesulfonyl chlorideYield 64%

Conditions

Temperature
120 °C

Procedure

To 300 ml (4.53 mol) of chlorosulfonic acid was added 300 g (1.57 mol) of 4-methanesulfonylchlorobenzene at room temperature while stirring. The mixture was heated to 120° C., at which stirring was continued for 16 hours. After cooling, the reaction mixture was poured into ice-water, and the resulting crystals were collected by filtration and air-dried to obtain 293 g (yield: 64%) of HD-39a.

Workup

  1. stirringstirring
  2. temperatureAfter cooling
  3. filtrationthe resulting crystals were collected by filtration
  4. customair-dried
  5. customto obtain 293 g (yield: 64%) of HD-39a

Sources & evidence

ORD record
ord-7dfe54f627424c82aec089e85b58d4c0
Source dataset
uspto-grants-1990_02
Patent number
US04902599

Reaction notes

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