Cyclamate → Cyclohexylsulfamyl chloride

HRID 2297943Notes

Reaction equation

HRID 2297943 reaction equation
[CH:1]1([NH:7][S:8](=[O:11])(=O)[OH:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)(Cl)(Cl)[Cl:13]>C1C=CC=CC=1>[CH:1]1([NH:7][S:8]([Cl:13])(=[O:11])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7533CyclamateHCID 24819Phosphorus pentachloride

Product 1

HCID 12914615Cyclohexylsulfamyl chlorideYield 91%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of cyclohexylsulfamic acid (5 g, 27.9 mmol) in benzene (30 mL) was added dropwise phosphorus pentachloride (6.4 g, 30.7 mmol), and the mixture heated at reflux for 4 h. After the solvent was removed, the residue was distilled under reduced pressure to give the title compound (5 g, 91%).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 4 h
  3. customAfter the solvent was removed
  4. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-62f2008a3d2b47ce8e50fad3f233e42b
Source dataset
uspto-grants-2002_12
Patent number
US06492402B1

Reaction notes

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