Sulfuryl chloride → N-cyclobutylsulfamoyl chloride

HRID 589953Notes

Reaction equation

HRID 589953 reaction equation
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].Cl.[CH:7]1([NH2:11])[CH2:10][CH2:9][CH2:8]1>CC#N>[CH:7]1([NH:11][S:1]([Cl:5])(=[O:3])=[O:2])[CH2:10][CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 12618374Cyclobutanamine, hydrochloride (1:1)

Product 1

HCID 22326606N-cyclobutylsulfamoyl chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Sulfuryl chloride (104 mmol) was dissolved in dry CH3CN (25 mL), added cyclobutylamine hydrochloride (31 mmol) and stirred at reflux for 16 h. The obtained reaction mixture was cooled to rt and concentrated in vacuo. The obtained residue was trituated with Et2O (2×25 mL). The combined Et2O-phases were concentrated in vacuo affording the title compound as oil.

Workup

  1. temperatureat reflux for 16 h
  2. customThe obtained reaction mixture
  3. concentrationconcentrated in vacuo
  4. concentrationThe combined Et2O-phases were concentrated in vacuo

Sources & evidence

ORD record
ord-62c3fc2be6e84f288f350fcd29fe402c
Source dataset
uspto-grants-2016_01
Patent number
US09233964B2

Reaction notes

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