Dimethyl Sulfate → [bis(methylsulfanyl)methylene](methyl)sulfonium Methyl Sulfate

HRID 494453Notes

Reaction equation

HRID 494453 reaction equation
[C:1](=[S:6])([S:4][CH3:5])[S:2][CH3:3].[S:7]([O:12]C)([O:10][CH3:11])(=[O:9])=[O:8]>>[CH3:11][O:10][S:7]([O-:12])(=[O:9])=[O:8].[CH3:3][S:2][C:1](=[S+:6][CH3:11])[S:4][CH3:5]

Participants

3

Reactant 2

HCID 6497Dimethyl SulfateHCID 16840Dimethyl trithiocarbonate

Product 1

HCID 86598019[bis(methylsulfanyl)methylene](methyl)sulfonium Methyl SulfateYield 192.9%

Conditions

Temperature
90 °C

Procedure

Dimethyl trithiocarbonate (2.76 g, 20 mmol) was treated with dimethyl sulfate (2.5 g, 20 mmol) and stirred at 90° C. for 1 h, and cooled to 25° C. The solid was broken up under ether, collected by filtration, and washed with ether to give the title compound (5.1 g, 91%).

Workup

  1. temperaturecooled to 25° C
  2. filtrationcollected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-106657658c3648349601c5bf6cae158f
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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