Acetonitrile → 3,6-difluoro-4,5-bisphenylthiophthalonitrile

HRID 1708508Notes

Reaction equation

HRID 1708508 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F-:8].[K+].[C:10](#[N:12])[CH3:11]>>[F:8][C:3]1[C:2]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:1]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:6]([F:8])=[C:11]([C:10]#[N:12])[C:11]=1[C:10]#[N:12]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 7969ThiophenolHCID 522689Potassium Fluoride

Product 1

HCID 19822433,6-difluoro-4,5-bisphenylthiophthalonitrile

Conditions

Temperature
50 °C

Procedure

19.6 g (98 mmol) of tetraphthalonitrile, 21.6 g (196 mmol) of thiophenol, 17.1 g (294 mmol) of potassium fluoride and 100 ml of acetonitrile were fed into a 200 ml four-necked flask and the mixture was stirred at 50° C. for 12 hours. The temperature was then returned to room temperature, and the resulting yellow solid was filtrated. The resulting cake was washed with methanol and then with hot water to give 34.55 g of 3,6-difluoro-4,5-bisphenylthiophthalonitrile.

Workup

  1. customwas then returned to room temperature
  2. filtrationthe resulting yellow solid was filtrated
  3. washThe resulting cake was washed with methanol

Sources & evidence

ORD record
ord-597a130f8ad94b19bc5e514652cc55b8
Source dataset
uspto-grants-1994_10
Patent number
US05359056

Reaction notes

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