Sulfuryl chloride → (3-Chloropropyl)sulfamyl chloride

HRID 1522065Notes

Reaction equation

HRID 1522065 reaction equation
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].Cl.[Cl:7][CH2:8][CH2:9][CH2:10][NH2:11]>C(#N)C>[Cl:7][CH2:8][CH2:9][CH2:10][NH:11][S:1]([Cl:5])(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 114690951-Propanamine, 3-chloro-, hydrochloride

Product 1

HCID 55279789(3-Chloropropyl)sulfamyl chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To sulfuryl chloride (5 g, 30.05 mmol) in acetonitrile (30 mL), was added 3-chloropropyl amine hydrochloride (486 mg, 5.00 mmol). The reaction mixture was allowed to react over 18 hr at 75-80° C. After the completion of the reaction, the resultant was concentrated under reduced pressure, extracted with ether and then kept under vacuum for a long time to remove remained sulfuryl chloride, giving 3-chloropropylsulfamoyl chloride that was used without further purification.

Workup

  1. customto react over 18 hr at 75-80° C
  2. customAfter the completion of the reaction
  3. concentrationthe resultant was concentrated under reduced pressure
  4. extractionextracted with ether
  5. customto remove

Sources & evidence

ORD record
ord-982a26d1e8854acc9e90eba1ae4bef30
Source dataset
uspto-grants-2015_07
Patent number
US09073906B2

Reaction notes

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