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

HRID 1356524Notes

Reaction equation

HRID 1356524 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-b9a81345ffdc43f2a8727a6f85776b4c
Source dataset
uspto-grants-2003_07
Patent number
US06586466B2

Reaction notes

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