Ethanol → HCID 21481140, compound

HRID 435678Notes

Reaction equation

HRID 435678 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:9]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][CH:11]=1)[CH2:7]Cl)([O-:3])=[O:2].C(O)C.O1CCOCC1.[C-:28]#[N:29].[K+]>O>[N+:1]([C:4]1[CH:5]=[C:6]([CH2:7][C:28]#[N:29])[C:9]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][CH:11]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 9032Potassium CyanideHCID 312751,4-DioxaneHCID 818027HCID 818027, compound

Product 1

HCID 21481140HCID 21481140, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

230 g of 3-nitro-6-(phenylthio)-benzyl chloride, 540 ml of ethanol and 320 ml of dioxane are treated with a solution of 70.5 g of potassium cyanide in 150 ml of water. The mixture is heated to reflux for 3 hours and subsequently concentrated under reduced pressure. The residue is diluted with water and extracted with benzene. The organic phase is washed with water and evaporated under reduced pressure. There is obtained 3-nitro-6-(phenylthio)-phenylacetonitrile as a brown oil.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 3 hours
  3. concentrationsubsequently concentrated under reduced pressure
  4. additionThe residue is diluted with water
  5. extractionextracted with benzene
  6. washThe organic phase is washed with water
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-0f414b6aa0584ceeaae84118d1abee4a
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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