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

HRID 2270489Notes

Reaction equation

HRID 2270489 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-60356324443b4a2a85976d4615598b2e
Source dataset
uspto-grants-2001_12
Patent number
US06331542B1

Reaction notes

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