(1,1'-Biphenyl)-4-sulfonic acid → (1,1'-Biphenyl)-4-sulphonyl chloride

HRID 1594986Notes

Reaction equation

HRID 1594986 reaction equation
[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:4]([S:7](O)(=[O:9])=[O:8])=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:18]>O>[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:4]([S:7]([Cl:18])(=[O:9])=[O:8])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 16673(1,1'-Biphenyl)-4-sulfonic acidHCID 24819Phosphorus pentachloride

Product 1

HCID 74192(1,1'-Biphenyl)-4-sulphonyl chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Biphenyl sulfonic acid (2.4 g, 10 mmol) was heated to 100 C. with phosphorus pentachloride (2.1 g, 10 mmol) overnight. The reaction was cooled to RT, diluted with water, filtered and washed with water. The solid was then triturated with EtOAc-ether and the beige solid was used in the next reaction without further purification.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customThe solid was then triturated with EtOAc-ether
  4. customthe beige solid was used in the next reaction without further purification

Sources & evidence

ORD record
ord-e9524f18f15440d8b9437e9dcd9dd0bb
Source dataset
uspto-grants-2001_09
Patent number
US06284777B1

Reaction notes

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