Sodium Thiosulfate → HCID 23081433, compound

HRID 856129Notes

Reaction equation

HRID 856129 reaction equation
ClC1C=C[CH:5]=[C:4]([C:8]([O:10]O)=O)[CH:3]=1.CC(=C)C[N:15]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[C:16](=[O:18])[O-:17].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl>[CH3:3][C:4]1([CH2:5][O:17][C:16](=[O:18])[NH:15][C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)[CH2:8][O:10]1

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 131726572HCID 131726572, compound

Product 1

HCID 23081433HCID 23081433, compoundYield 103.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-Chloroperbenzoic acid (1.6 g, 6.6 mmol) was added to a solution of 2-methyl-2-propenyl(4-chlorophenyl)carbamate (1.0 g, 4.4 mmol) in methylene chloride (20 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature for 4 hours. To which sodium thiosulfate aqueous solution was added and the mixture was filtered, and sodium hydrogencarbonate aqueous solution was added to the filtrate. The organic layer was separated, dried over magnesium sulfate, and concentrated under reduced pressure to afford (2-methyl-2-oxiranylmethyl)(4-chlorophenyl)carbamate (1.1 g, quantitative) as a pale yellow crystalline powder.

Workup

  1. temperaturewhile cooling in an ice-bath
  2. filtrationthe mixture was filtered
  3. additionsodium hydrogencarbonate aqueous solution was added to the filtrate
  4. customThe organic layer was separated
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-945c0ff231ef440d82e2034b3ba93397
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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