Sodium Chloride → HCID 67225376, compound

HRID 2367880

Reaction equation

HRID 2367880 reaction equation
[CH3:1][N:2]([CH3:10])[N:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.[Cl-].[NH4+:12].[C-:13]#[N:14].[Na+].[Cl-].[Na+]>N>[NH2:12][C:6]1([C:13]#[N:14])[CH2:7][CH2:8][N:3]([N:2]([CH3:10])[CH3:1])[CH2:4][CH2:5]1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 567377821-(Dimethylamino)-4-piperidinone

Product 1

HCID 67225376HCID 67225376, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

6.3 g 1-Dimethylamino-piperidin-4-one (prepared as described in Journal of Medicinal & Pharmaceutical Chemistry, 4, 423-36; 1961) is dissolved in 135 ml aqueous ammonia (25%). To this solution 3.55 g ammonium chloride is added, then 4.34 g sodium cyanide. The reaction mixture is stirred at room temperature for 18 hours. Then the mixture is saturated with sodium chloride, and four times extracted with ethyl acetate. The organic layer is dried over sodium sulfate, and the solvent is evaporated, to yield 5.6 g 4-Amino-1-dimethylamino-piperidine-4-carbonitrile as a yellow oil. 1H-NMR (CDCl3): 2.95 ppm (m, 2H), 2.65 ppm (m, 2H), 2.40 ppm (s, 6H), 2.05 ppm (m, 2H), 1.80 ppm (m, 2H), 1.75 ppm (s, broad, 2H).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer is dried over sodium sulfate
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-a2581c7f0c7e42fb9f16515d00b2bf06
Source dataset
uspto-grants-2014_04
Patent number
US08703165B2

Linked notes

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