Sodium Cyanide → 4-Aminooxane-4-carbonitrile

HRID 264011Notes

Reaction equation

HRID 264011 reaction equation
[OH-].[NH4+:2].[Cl-].[NH4+:4].[C-:5]#N.[Na+].[O:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1>>[NH2:2][C:11]1([C:5]#[N:4])[CH2:12][CH2:13][O:8][CH2:9][CH2:10]1

Participants

5

Reactant 4

HCID 8929Sodium CyanideHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 121599Tetrahydro-4H-pyran-4-one

Product 1

HCID 220632914-Aminooxane-4-carbonitrile

Conditions

Temperature
-7 °C

Procedure

8 ml of ammonium hydroxide, 1.58 g of ammonium chloride and 1.23 g of sodium cyanide were successively introduced and the solution obtained was cooled in an ice/methanol bath at about -7° C. 2 ml of tetrahydro-4H-pyran-4-one were added at a temperature of ≤0° C., and the reaction medium was allowed to rise to ambient temperature with vigorous stirring for 18 hours. After extracting 3 times with methylene chloride, washing with salt water and drying, 2.49 g of the expected product (translucent crystals) melting at approximately 46°-47° C. were obtained.

Workup

  1. customthe solution obtained
  2. customto rise to ambient temperature
  3. extractionAfter extracting 3 times with methylene chloride
  4. washwashing with salt water
  5. customdrying

Sources & evidence

ORD record
ord-6517fe64cc374dd8950e82b0e5dab8bb
Source dataset
uspto-grants-1997_07
Patent number
US05646172

Reaction notes

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