Phosphorus pentachloride → Benzylsulfamyl chloride

HRID 1982165Notes

Reaction equation

HRID 1982165 reaction equation
[CH2:1]([NH:8][S:9](=[O:12])(=O)[OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:14]>C1(C)C=CC=CC=1>[CH2:1]([NH:8][S:9]([Cl:14])(=[O:12])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 12649342Benzylsulfamic acid

Product 1

HCID 13529095Benzylsulfamyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A stirred mixture of benzylsulfamic acid (73 g), PCl5 (81 g) in toluene (540 ml) is heated to 40°-50° C. for one hour and refluxed for about 3 hours. The cooled mixture is filtered through Celite and the filtrate concentrated in vacuo to remove the toluene affording the desired product as a liquid.

Workup

  1. temperatureis heated to 40°-50° C. for one hour
  2. temperaturerefluxed for about 3 hours
  3. filtrationThe cooled mixture is filtered through Celite
  4. concentrationthe filtrate concentrated in vacuo
  5. customto remove the toluene affording the desired product as a liquid

Sources & evidence

ORD record
ord-627aa5de39d34228b636c2bc32313be8
Source dataset
uspto-grants-1986_06
Patent number
US04595683

Reaction notes

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