Thiophenol → HCID 20069003, compound

HRID 982017Notes

Reaction equation

HRID 982017 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.C(S([C:19]1[S:20][C:21]([C:26]#[N:27])=[CH:22][C:23]=1[C:24]#[N:25])=O)C>C(#N)C>[C:1]1([S:7][C:19]2[S:20][C:21]([C:26]#[N:27])=[CH:22][C:23]=2[C:24]#[N:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 8471TriethylamineHCID 232737582-(3,5-DiCyanothienyl) ethyl sulfoxide

Product 1

HCID 20069003HCID 20069003, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4.4 ml of thiophenol and 5.0 ml of triethylamine are added, while stirring, to a solution of 8.9 g of 2-ethylsulphinyl-3,5-dicyanothiophene, obtained according to Example I, in 100 ml of acetonitrile. After leaving to stand overnight, the reaction mixture is refluxed for 8 hours. After evaporating the solvent, the residue is taken up in methylene chloride and chromatographed over a 1 l dry silica gel column. The desired product is obtained in a yield of 9.07 g; melting-point 68°-71° C. Optionally, any 2-alkylsulphinyl compound may be used as the starting substance.

Workup

  1. customobtained
  2. customAfter leaving
  3. temperaturethe reaction mixture is refluxed for 8 hours
  4. customAfter evaporating the solvent
  5. customchromatographed over a 1 l dry silica gel column

Sources & evidence

ORD record
ord-6d235710006e4d1fbca6e6926b8ab348
Source dataset
uspto-grants-1991_02
Patent number
US04994485

Reaction notes

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