Chlorosulfonic acid → HCID 54594820, compound

HRID 746750Notes

Reaction equation

HRID 746750 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[C:6]1([N:12]2[CH2:16][CH2:15][O:14][C:13]2=[O:17])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(Cl)(Cl)(Cl)Cl>[O:17]=[C:13]1[N:12]([C:6]2[CH:11]=[CH:10][C:9]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:8][CH:7]=2)[CH2:16][CH2:15][O:14]1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 1365473-Phenyl-2-oxazolidinone

Product 1

HCID 54594820HCID 54594820, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Conditions

Temperature
0 °C

Procedure

Under N2, chlorosulfonic acid (1.5 g, 12.87 mmol) was diluted in CCl4 (2 mL) and cooled to 0° C. Then 3-phenyl-1,3-oxazolidin-2-one (280 mg, 1.72 mmol) was diluted in CCl4 (2 mL) and added slowly to the reaction mixture. The reaction mixture was stirred for two hours at 0° C. The reaction was then slowly quenched with ice water (4 mL) and extracted with CCl4 (3×4 mL). The organic extracts were dried over sodium sulfate and concentrated to give 4-(2-oxo-1,3-oxazolidin-3-yl)-benzenesulfonyl chloride which was used without purification.

Workup

  1. additionadded slowly to the reaction mixture
  2. customThe reaction was then slowly quenched with ice water (4 mL)
  3. extractionextracted with CCl4 (3×4 mL)
  4. dry with materialThe organic extracts were dried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-655fdeef2ee64c38a8bbe7919650e107
Source dataset
uspto-grants-2008_07
Patent number
US07393873B2

Reaction notes

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