Potassium Cyanide → HCID 57423915, compound

HRID 2064072Notes

Reaction equation

HRID 2064072 reaction equation
Cl.[CH3:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:10][C:9](=[O:11])[N:8]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[C:7]=2[CH:18]=1.[O:19]1[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]1.[C-:26]#[N:27].[K+]>O>[CH3:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:10][C:9](=[O:11])[N:8]([CH:12]3[CH2:17][CH2:16][N:15]([C:22]4([C:26]#[N:27])[CH2:23][CH2:24][O:19][CH2:20][CH2:21]4)[CH2:14][CH2:13]3)[C:7]=2[CH:18]=1

Participants

5

Reactant 3

HCID 9032Potassium CyanideHCID 121599Tetrahydro-4H-pyran-4-oneHCID 53396453HCID 53396453, compound

Product 1

HCID 57423915HCID 57423915, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Methyl-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride salt (D14b, 1 g, 3.74 mmol) was dissolved in water (20 ml) and the pH of the solution was adjusted between 3 and 4. Tetrahydro-4H-pyran-4-one (0.455 g, 4.55 mmol) was added and the mixture stirred at room temperature for 10 minutes, then KCN (0.365 g, 5.61 mmol) was added and the solution was stirred at room temperature for 24 h. A white solid was collected by filtration, washed with cold water and dried in the oven (mixture 9:1 nitrile compound/starting material). This mixture was used without further purification (0.8 g, 2.35 mmol, 63% yield). MH+=341 and 342.

Workup

  1. stirringthe solution was stirred at room temperature for 24 h
  2. filtrationA white solid was collected by filtration
  3. washwashed with cold water
  4. dry with materialdried in the oven (mixture 9:1 nitrile compound/starting material)
  5. customThis mixture was used without further purification (0.8 g, 2.35 mmol, 63% yield)

Sources & evidence

ORD record
ord-6aaf02b3d42d4f248cf35f97de3f19a4
Source dataset
uspto-grants-2012_10
Patent number
US08288413B2

Reaction notes

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