Sulfuryl chloride → HCID 22989953, compound

HRID 1169383Notes

Reaction equation

HRID 1169383 reaction equation
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]3[O:22][CH2:21][CH2:20][CH:19]=[CH:18][C:17]=3[CH:23]=2)=[CH:9][CH:8]=1>CN(C)C=O>[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]3[O:22][CH2:21][CH2:20][C:19]([S:1]([Cl:5])(=[O:3])=[O:2])=[CH:18][C:17]=3[CH:23]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 22990118HCID 22990118, compound

Product 1

HCID 22989953HCID 22989953, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Into dimethylformamide (0.2 ml) was added dropwise under ice cooling sulfuryl chloride (0.17 ml), and the resulting mixture was stirred at room temperature for 10 minutes under a nitrogen atmosphere. Thereto was added 7-(4-methylphenyl)-2,3-dihydro-1-benzooxepine (0.3 g), and the resulting mixture was heated at 90° C. for 3 hours under a nitrogen atmosphere. The reaction mixture was mixed with ice water and was extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated solution of sodium chloride, was then dried with anhydrous magnesium sulfate and was evaporated to remove the solvent to obtain 7-(4-methylphenyl)-2,3-dihydro-1-benzooxepine-4-sulfonyl chloride (0.36 g) as light yellow crystals.

Workup

  1. temperaturethe resulting mixture was heated at 90° C. for 3 hours under a nitrogen atmosphere
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialan aqueous saturated solution of sodium chloride, was then dried with anhydrous magnesium sulfate
  5. customwas evaporated
  6. customto remove the solvent

Sources & evidence

ORD record
ord-ce03966c8b4e40bb926ce88b4f66bc7b
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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