Phosphorus pentachloride → HCID 22065883, compound

HRID 351971Notes

Reaction equation

HRID 351971 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([S:6]([O-:9])(=O)=[O:7])=[CH:2]1.[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:12]>C(OCC)C>[NH:1]1[CH:5]=[CH:4][C:3]([S:6]([Cl:12])(=[O:9])=[O:7])=[CH:2]1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 23666592HCID 23666592, compound

Product 1

HCID 22065883HCID 22065883, compoundYield 67.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A suspension of 16.9 g (100 mmol) of Compound 1 and 22.9 g (110 mmol) of phosphorus pentachloride in 750 ml of diethyl ether was stirred at room temperature for 2 hours, and was then refluxed for 4 hours. After the reaction mixture was allowed to cooled down, it was filtered. The filtrate was washed successively with ice water (twice), a chilled, saturated aqueous solution of sodium hydrogencarbonate, ice water and a chilled, saturated aqueous solution of sodium chloride. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, whereby 11.2 g of 3-pyrrolesulfonyl chloride were obtained as crude crystals.

Workup

  1. temperaturewas then refluxed for 4 hours
  2. temperatureto cooled down
  3. filtrationit was filtered
  4. washThe filtrate was washed successively with ice water (twice), a chilled, saturated aqueous solution of sodium hydrogencarbonate, ice water
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f73c53085ee9444bba5805a4647a59b6
Source dataset
uspto-grants-2004_06
Patent number
US06743913B2

Reaction notes

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