Sulfuryl chloride → 727989-87-9

HRID 1895935Notes

Reaction equation

HRID 1895935 reaction equation
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].[CH3:6][C@H:7]1[O:12][C@@H:11]([CH3:13])[CH2:10][NH:9][CH2:8]1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:13][C@H:11]1[O:12][C@@H:7]([CH3:6])[CH2:8][N:9]([S:1]([Cl:5])(=[O:3])=[O:2])[CH2:10]1

Participants

5

Reactant 2

HCID 24648Sulfuryl chlorideHCID 6415002,6-Dimethylmorpholine, cis-

Product 1

HCID 55279909727989-87-9

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Sulfuryl dichloride (0.363 ml, 4.47 mmol) was added at room temperature to a solution of cis-2,6-dimethylmorpholine (0.500 ml, 4.06 mmol) and 4-dimethylaminopyridine (496 mg, 4.06 mmol) in CH2Cl2 (5 ml) and the whole was stirred at room temperature for 24 hours. The reaction mixture was quenched with H2O (10 ml) and extracted with ethyl acetate (20 ml×3). The combined organic layer was washed with brine (10 ml), dried over Na2SO4, filtered and concentrated in vacuo to give cis-2,6-dimethylmorpholine-4-sulfonyl chloride.

Workup

  1. customThe reaction mixture was quenched with H2O (10 ml)
  2. extractionextracted with ethyl acetate (20 ml×3)
  3. washThe combined organic layer was washed with brine (10 ml)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ec3435185bd040d3a53a8c78a9c7bec6
Source dataset
uspto-grants-2013_08
Patent number
US08518934B2

Reaction notes

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