Dimethyl Sulfate → 2-Methylthio-1,3-dithiolium perchlorate

HRID 258865

Reaction equation

HRID 258865 reaction equation
[S:1]1[CH:5]=[CH:4][S:3][C:2]1=[S:6].[CH3:7]OS(=O)(=O)OC.[Cl:14]([O-:18])(=[O:17])(=[O:16])=[O:15].[Na+]>>[Cl:14]([O-:18])(=[O:17])(=[O:16])=[O:15].[CH3:7][S:6][C:2]1[S:3][CH:4]=[CH:5][S+:1]=1

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 702541,3-Dithiole-2-ThioneHCID 522606Sodium Perchlorate

Product 1

HCID 230390092-Methylthio-1,3-dithiolium perchlorateYield 85.8%

Procedure

A mixture comprising 26.8g (0.2 mole) of 1,3-dithiol-2-thion and 25.2g (0.2 mole) of dimethylsulfuric acid was reacted at 60° C for 30 minutes and then at 90° C for 30 minutes. After cooling, the reaction product was poured into 150 ml of a saturated aqueous sodium perchlorate solution to deposit crystals. The crystals were recovered by filtration, washed with ether, dried and then recrystallized from methanol to obtain 42.5g of yellow crystals, m.p. 42°-46° C, yield 85.8%.

Workup

  1. temperatureAfter cooling
  2. filtrationThe crystals were recovered by filtration
  3. washwashed with ether
  4. customdried
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-8343701e29dc4a75aa09243617e9cd4b
Source dataset
uspto-grants-1977_07
Patent number
US04035387

Linked notes

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