Phosphorus pentachloride → 4-Methoxyphenylsulfamoyl chloride

HRID 1786138Notes

Reaction equation

HRID 1786138 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10](=[O:13])(=O)[O-:11])=[CH:5][CH:4]=1.[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:16]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([Cl:16])(=[O:13])=[O:11])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 57597023Sodium 4-methoxyphenylsulfamate

Product 1

HCID 219666184-Methoxyphenylsulfamoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To sodium 4-methoxyphenylsulfamate (10.0 g 44 mmol) suspended in benzene (100 mL) was added PCl5 (9.2 g, 44 mmol) cautiously. The mixture was slowly warmed up and refluxed for 15 hrs. After cooling to rt., the mixture was filtered through a pad of Celite and solvent was removed from filtrate to leave a brown oil as 4-methoxyphenylsulfamoyl chloride, which was used in the next step without further purification.

Workup

  1. temperatureThe mixture was slowly warmed up and
  2. temperaturerefluxed for 15 hrs
  3. filtration, the mixture was filtered through a pad of Celite and solvent
  4. customwas removed from filtrate

Sources & evidence

ORD record
ord-becfd463ab21483b9b9c997be6baa8ac
Source dataset
uspto-grants-2009_03
Patent number
US07507730B2

Reaction notes

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