Sodium Cyanide → HCID 19739900, compound

HRID 2255147Notes

Reaction equation

HRID 2255147 reaction equation
O.[NH3:2].[Cl-].[NH4+:4].[C-:5]#N.[Na+].[CH2:8]([O:11][CH2:12][CH:13]=O)[CH:9]=[CH2:10]>C(OCC)C.O>[CH2:8]([O:11][CH2:12][CH:13]([NH2:4])[C:5]#[N:2])[CH:9]=[CH2:10]

Participants

7

Reactant 4

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 10630446HCID 10630446, compoundHCID 12896473Azane;hydrate

Product 1

HCID 19739900HCID 19739900, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To 290 ml of water were added 110 ml of 25-28% ammonia water, 51 g of ammonium chloride and 38 g of sodium cyanide. To the solution was dropwise added 56 g of α-allyloxyacetaldehyde in about 2 hours at room temperature. After completion of the dropwise addition, reaction mixture was stirred for 3 hours at the same temperature. Then, 150 ml of diethyl ether was added and the reaction was continued for a further 3 days. After completion of the reaction, the aqueous layer was extracted with diethyl ether. The extract was washed with an aqueous solution saturated with NaCl, and dried over magnesium sulfate. The solvent was removed by evaporation to obtain 52 g of 3-allyloxy-2-aminopropionitrile (Compound B-1) as a brown oily substance.

Workup

  1. customin about 2 hours
  2. customat room temperature
  3. additionAfter completion of the dropwise addition, reaction mixture
  4. waitthe reaction was continued for a further 3 days
  5. customAfter completion of the reaction
  6. extractionthe aqueous layer was extracted with diethyl ether
  7. washThe extract was washed with an aqueous solution saturated with NaCl
  8. dry with materialdried over magnesium sulfate
  9. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-2a432efaac1842a28aca679e4ec072fa
Source dataset
uspto-grants-1993_08
Patent number
US05238938

Reaction notes

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