1,1-Bis(methylthio)-2-nitroethylene → HCID 70566496, compound

HRID 1732579Notes

Reaction equation

HRID 1732579 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:7][C:8]2[CH:14]=[C:13]([CH2:15][N:16]([CH3:18])[CH3:17])[CH:12]=[CH:11][C:9]=2[CH:10]=1.[CH3:19][S:20][C:21](SC)=[CH:22][N+:23]([O-:25])=[O:24]>C(#N)C>[CH3:17][N:16]([CH2:15][C:13]1[CH:12]=[CH:11][C:9]2[CH:10]=[C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:21]([S:20][CH3:19])=[CH:22][N+:23]([O-:25])=[O:24])[O:7][C:8]=2[CH:14]=1)[CH3:18]

Participants

4

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 203039642-(2-Aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuran

Product 1

HCID 70566496HCID 70566496, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-(2-aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuran (Example 1, Step E) (8.0 g., 0.0303 mole) and 1,1-bismethylthio-2-nitroethene (5.25 g., 0.0318 mole) in acetonitrile (80 ml.) is heated at 55° C. for 16 hours. The solvent is evaporated at reduced pressure. The residue is chromatographed on a column containing 175 g. of silica gel made up in chloroform. The product is eluted with 5% methanol in chloroform and is obtained as a light orange viscous oil weighing 6.1 g. (53%).

Workup

  1. customThe solvent is evaporated at reduced pressure
  2. customThe residue is chromatographed on a column
  3. additioncontaining 175 g
  4. washThe product is eluted with 5% methanol in chloroform
  5. customis obtained as a light orange viscous oil

Sources & evidence

ORD record
ord-c7d819c700084588b5e03da396b5d408
Source dataset
uspto-grants-1980_12
Patent number
US04238487

Reaction notes

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