1,1-Bis(methylthio)-2-nitroethylene → HCID 67796370, compound

HRID 1974902Notes

Reaction equation

HRID 1974902 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][NH:7][O:8][CH3:9].CC([O-])(C)C.[K+].CS[C:18](SC)=[CH:19][N+:20]([O-:22])=[O:21]>C(O)C>[CH3:9][O:8][N:7]1[CH2:6][CH2:5][CH2:4][NH:3][C:18]1=[CH:19][N+:20]([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 19100835HCID 19100835, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 67796370HCID 67796370, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.0 g (0.011 mol) of 1-amino-3-methoxyaminopropane dihydrochloride and 2.53 g (0.023 mol) of potassium tert-butylate are refluxed in 120 ml of ethanol for 1 hour. Subsequently, 1.86 g (0.011 mol) of 1,1-bis(methylthio)-2-nitroethylene is added and the mixture is refluxed for a further 6 hours until no more gas evolves. The salts are separated off by filtration and the solvent is removed. The crude product is purified by flash chromatography using toluene/ethanol as developer. The desired product is obtained as slightly yellowish crystals.

Workup

  1. temperaturethe mixture is refluxed for a further 6 hours until no more gas evolves
  2. customThe salts are separated off by filtration
  3. customthe solvent is removed
  4. customThe crude product is purified by flash chromatography

Sources & evidence

ORD record
ord-32c7ef76dc2f46b79d1a650343915ee9
Source dataset
uspto-grants-1994_02
Patent number
US05284851

Reaction notes

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