Potassium Cyanide → 3-Methyl-6-(phenylthio)-phenylacetonitrile

HRID 435666Notes

Reaction equation

HRID 435666 reaction equation
[C-:1]#[N:2].[K+].[CH3:4][C:5]1[CH:6]=[C:7]([C:10]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:12]=1)[CH2:8]Cl>O.C(O)C>[CH3:4][C:5]1[CH:6]=[C:7]([CH2:8][C:1]#[N:2])[C:10]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 125391003-Methyl-6-(phenylthio)-benzyl chloride

Product 1

HCID 125391013-Methyl-6-(phenylthio)-phenylacetonitrile

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

194 g of potassium cyanide in 250 ml of water are heated under reflux for 17 hours under an argon atmosphere with 616.9 g of 3-methyl-6-(phenylthio)-benzyl chloride in 900 ml of ethanol. Then the ethanol is distilled off under reduced pressure, the residue then diluted with water and extracted with ether. The extracts are washed with water, dried over sodium sulphate and evaporated. There is obtained 3-methyl-6-(phenylthio)-phenylacetonitrile as an oil.

Workup

  1. distillationThen the ethanol is distilled off under reduced pressure
  2. additionthe residue then diluted with water
  3. extractionextracted with ether
  4. washThe extracts are washed with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-0e7610fd672145cb80db885400d10957
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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