2,3-Dimethyl-2-butene → 1-Azetidinesulfonyl chloride, 2,2,3,3-tetramethyl-4-oxo-

HRID 345749Notes

Reaction equation

HRID 345749 reaction equation
[Cl:1][S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[CH3:8][C:9](=[C:11]([CH3:13])[CH3:12])[CH3:10]>CCOCC>[Cl:1][S:2]([N:5]1[C:11]([CH3:13])([CH3:12])[C:9]([CH3:10])([CH3:8])[C:6]1=[O:7])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 112502,3-Dimethyl-2-buteneHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 111177281-Azetidinesulfonyl chloride, 2,2,3,3-tetramethyl-4-oxo-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred solution of 0.06 mol CSI (chlorosulfonyl isocyanate) in dry ether under nitrogen, 0.06 mol of 2,3-dimethyl-but-2-ene was added dropwise at a temperature of 30° to 35° C. The reaction mixture was stirred for a further 1 hour while it was cooled to room temperature. The solution was then cooled in a salt-ice bath and the product which crystallized out as white solid was filtered off and carried through to the next step.

Workup

  1. temperatureThe solution was then cooled in a salt-ice bath
  2. customthe product which crystallized out as white solid
  3. filtrationwas filtered off

Sources & evidence

ORD record
ord-898afff1d5ef4a76af92937cf02125f6
Source dataset
uspto-grants-1991_10
Patent number
US05059596

Reaction notes

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