Potassium Cyanide → HCID 10632873, compound

HRID 1728922Notes

Reaction equation

HRID 1728922 reaction equation
[I-].C[N+](C)(C)[CH2:4][CH:5]1[CH2:11][CH2:10][S:9][C:8]2[S:12][CH:13]=[CH:14][C:7]=2[C:6]1=[O:15].[C-:18]#[N:19].[K+]>CO.O>[O:15]=[C:6]1[CH:5]([CH2:4][C:18]#[N:19])[CH2:11][CH2:10][S:9][C:8]2[S:12][CH:13]=[CH:14][C:7]1=2

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 10524010HCID 10524010, compound

Product 1

HCID 10632873HCID 10632873, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a suspension of 59.5 g of N,N,N-trimethyl-N-[(4-oxo-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-yl)methyl]ammonium iodide in 400 ml of methanol is added a solution of 25.2 g of potassium cyanide in 100 ml of water with stirring at room temperature. The mixture is stirred for 1.5 hours at the same temperature, poured into 500 ml of water and then extracted with chloroform. The extract is washed with water, dried over magnesium sulfate and the chloroform is distilled off. The resulting crystals are recrystallized from ethanol to give 32 g of 4-oxo-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetonitrile as white crystals, melting at 68°-70° C.

Workup

  1. stirringThe mixture is stirred for 1.5 hours at the same temperature
  2. extractionextracted with chloroform
  3. washThe extract is washed with water
  4. dry with materialdried over magnesium sulfate
  5. distillationthe chloroform is distilled off
  6. customThe resulting crystals are recrystallized from ethanol

Sources & evidence

ORD record
ord-df818b3041dd4a2b91e434c686200fef
Source dataset
uspto-grants-1994_07
Patent number
US05329016

Reaction notes

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