Potassium Cyanide → 2-Amino-2-(6-methylpyridin-3-yl)acetonitrile

HRID 965121Notes

Reaction equation

HRID 965121 reaction equation
[C-:1]#[N:2].[K+].[Cl-].[NH4+:5].[CH3:6][C:7]1[N:12]=[CH:11][C:10]([CH:13]=O)=[CH:9][CH:8]=1.[OH-].[Na+]>O>[NH2:5][CH:13]([C:10]1[CH:11]=[N:12][C:7]([CH3:6])=[CH:8][CH:9]=1)[C:1]#[N:2]

Participants

6

Reactant 4

HCID 9032Potassium CyanideHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 101925666-Methyl-3-pyridinecarboxaldehyde

Product 1

HCID 190754512-Amino-2-(6-methylpyridin-3-yl)acetonitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of potassium cyanide (6.96 g, 107 mmol) and ammonium chloride (5.72 g, 107 mmol) in water (5 ml) was added 6-methyl-3-pyridin-carboxaldehyde (8.68 g, 71.5 mmol) and the reaction mixture was stirred at room temperature for 18 h. The reaction mixture was basified with 50% NaOH and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated to give the crude desired product in 7 g yield. The product was used without further purification.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-49659b0013154781af89046c6b7fcadd
Source dataset
uspto-grants-1998_06
Patent number
US05773452

Reaction notes

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