Sodium Carbonate → HCID 13914092, compound

HRID 414257Notes

Reaction equation

HRID 414257 reaction equation
[CH:1]([S:4][C:5]1[S:6][CH:7]=[C:8]([O:10][S:11]([CH3:14])(=[O:13])=[O:12])[N:9]=1)([CH3:3])[CH3:2].S(Cl)([Cl:18])(=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[CH:1]([S:4][C:5]1[S:6][C:7]([Cl:18])=[C:8]([O:10][S:11]([CH3:14])(=[O:12])=[O:13])[N:9]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24648Sulfuryl chlorideHCID 13914034HCID 13914034, compound

Product 1

HCID 13914092HCID 13914092, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.5 g of 2-isopropylthio-4-methylsulfonyloxy-1,3-thiazole (No. 171) was dissolved in 50 ml of methylene chloride. 2 g of sulfuryl chloride was added dropwise to the solution keeping the temperature below 0° C., followed by stirring at room temperature for 2 hours. Then, 20% aqueous solution of sodium carbonate was added to the reaction mixture to cease the reaction, and the methylene chloride layer was separated and washed with water, followed by drying over anhydrous sodium sulfate. The oil obtained by concentration was purified by silica-gel column chromatography to 2 g of the objective compound as a pale yellow oil (yield: 50.4%).

Workup

  1. customthe temperature below 0° C.
  2. customthe reaction
  3. customthe methylene chloride layer was separated
  4. washwashed with water
  5. dry with materialby drying over anhydrous sodium sulfate
  6. customThe oil obtained by concentration

Sources & evidence

ORD record
ord-09e033f443fe4b578fb7e0438b54e082
Source dataset
uspto-grants-1988_12
Patent number
US04791127

Reaction notes

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