Furan, 3,3'-dithiobis[2,5-dimethyl- → Bis(2-methyl-3-furyl)disulfide

HRID 329272Notes

Reaction equation

HRID 329272 reaction equation
[CH3:1][C:2]1[O:3][C:4](C)=[CH:5][C:6]=1[S:7][S:8][C:9]1[CH:13]=[C:12](C)[O:11][C:10]=1[CH3:15]>CCCCCC>[CH3:15][C:10]1[O:11][CH:12]=[CH:13][C:9]=1[S:8][S:7][C:6]1[CH:5]=[CH:4][O:3][C:2]=1[CH3:1]

Participants

3

Reactant 1

HCID 642117Furan, 3,3'-dithiobis[2,5-dimethyl-

Product 1

HCID 526624Bis(2-methyl-3-furyl)disulfide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The thiol produced in Example III is oxidized under mild conditions by dissolving 5 g of the thiol in 100 cc of hexane. The solution is placed in a 250 cc flask equipped with a sparger supplied by an air source, a stirrer, and a heater. Air is bubbled in at room temperature at a rate of 20 ml/minute during 20 hours. Solvent is replaced as required in order to maintain the original volume of solution. At the end of the reaction period the solvent is flash-evaporated and the resulting mixture is purified by column chromatography to yield 3 g of bis(2-methyl-3-furyl) disulfide.

Workup

  1. customThe solution is placed in a 250 cc flask
  2. customequipped with a sparger
  3. customAir is bubbled in at room temperature at a rate of 20 ml/minute during 20 hours
  4. temperatureto maintain the original volume of solution
  5. customAt the end of the reaction period the solvent
  6. customis flash-evaporated
  7. customthe resulting mixture is purified by column chromatography

Sources & evidence

ORD record
ord-441fcfc9705a4ae3a42b95a431256a81
Source dataset
uspto-grants-1977_04
Patent number
US04020175

Reaction notes

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