Sulfuryl chloride → HCID 22989953, compound

HRID 1387995Notes

Reaction equation

HRID 1387995 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

Under ice-cooling, to dimethylformamide (0.2 ml) was added dropwise sulfuryl chloride (0.17 ml), and the mixture was stirred, under nitrogen atmosphere, at room temperature for 10 minutes. To the mixture was added 7-(4-methyl-phenyl)-2,3-dihydro-1-benzoxepine (0.3 g), and the mixture was stirred, under nitrogen atmosphere, at 90° C. for 3 hours. To the mixture was added ice-water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated to give 7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-sulfonylchloride (0.36 g) as pale yellow crystals.

Workup

  1. stirringthe mixture was stirred, under nitrogen atmosphere, at 90° C. for 3 hours
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-fa660164d5a540daa3ce8fdf3a11d7ad
Source dataset
uspto-grants-2001_07
Patent number
US06268354B1

Reaction notes

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