1,1-Bis(methylsulfanyl)-2-nitroethane → HCID 70546016, compound

HRID 2058426Notes

Reaction equation

HRID 2058426 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][S:7][C:8]([N+]([O-])=O)=[CH:9][NH2:10].[CH3:14][S:15][CH:16](SC)[CH2:17][N+:18]([O-:20])=[O:19]>O1CCOCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][S:7][CH2:8][CH2:9][NH:10][C:16]([S:15][CH3:14])=[CH:17][N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 123722641,1-Bis(methylsulfanyl)-2-nitroethaneHCID 70547911HCID 70547911, compound

Product 1

HCID 70546016HCID 70546016, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-[(2-furanylmethyl)thio]-2-nitroethenamine (3.14 g.) and 1,1-bis-(methylthio)-2-nitroethane (13.2 g.) in dioxan (100 ml.) was heated at 100° for 11/2 hours. The solution was evaporated in vacuo and the residue suspended in warm ethyl acetate (70 ml.). The cooled suspension was filtered and the filtrate evaporated in vacuo. The oily residue was suspended in ether and the solid which separated was filtered and crystallised from ethanol to give the title compound (2.17 g.), m.p. 68°-70°.

Workup

  1. customThe solution was evaporated in vacuo
  2. filtrationThe cooled suspension was filtered
  3. customthe filtrate evaporated in vacuo
  4. customthe solid which separated
  5. filtrationwas filtered
  6. customcrystallised from ethanol

Sources & evidence

ORD record
ord-5c3ce9528b6646c4ae2ccf3938b6858f
Source dataset
uspto-grants-1982_03
Patent number
US04317819

Reaction notes

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