Sodium Cyanide → 4-Aminooxane-4-carbonitrile

HRID 725208Notes

Reaction equation

HRID 725208 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 30 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 30 times with methylene chloride
  4. washwashing with salt water
  5. customdrying

Sources & evidence

ORD record
ord-dadb6afd8175464392e8f9f038d3efd8
Source dataset
uspto-grants-1998_01
Patent number
US05705654

Reaction notes

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