Hydrogen Peroxide → 1-Nitro2-methylthio-2-methylsulphinylethylene

HRID 2295895Notes

Reaction equation

HRID 2295895 reaction equation
[OH:1]O.[CH3:3][S:4][C:5]([S:10][CH3:11])=[CH:6][N+:7]([O-:9])=[O:8]>C(O)(=O)C>[CH3:3][S:4]([C:5]([S:10][CH3:11])=[CH:6][N+:7]([O-:9])=[O:8])=[O:1]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 836231,1-Bis(methylthio)-2-nitroethylene

Product 1

HCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Hydrogen peroxide (30%, 100 volume, 113 ml) was added over 15 minutes to a stirred solution of 1,1-bis-methylthio-2-nitroethylene (165 g) in acetic acid (4,500 ml) at 60°, and the mixture was stirred at 60° for 17 hours. The mixture was evaporated to a residue which was crystallised from butanone to give the title product as a mixture of the "Z" and "E" isomers m.p. 137°-143°. Further recrystallisation gave one isomer 145°-148° and the mother liquors were evaporated to a residue which was recrystallised from dimethoxymethane to give the other isomer m.p. 90°-93°.

Workup

  1. customThe mixture was evaporated to a residue which
  2. customwas crystallised from butanone

Sources & evidence

ORD record
ord-9a426a31248a480b97dd69b66ba0d60f
Source dataset
uspto-grants-1984_01
Patent number
US04426526

Reaction notes

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