Ammonia → HCID 19844802, compound

HRID 2351944Notes

Reaction equation

HRID 2351944 reaction equation
[CH2:1]([NH:4][C:5](=[O:10])[CH2:6][C:7]([CH3:9])=O)[CH:2]=[CH2:3].[NH3:11]>C(O)C>[CH2:1]([NH:4][C:5](=[O:10])/[CH:6]=[C:7](\[NH2:11])/[CH3:9])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 5372153-Oxo-N-2-propen-1-ylbutanamide

Product 1

HCID 19844802HCID 19844802, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acetoacetic allylamide (111.4 g, 0.79 mole) is dissolved in ethanol (80 ml) and thereto is passed ammonia gas, while the temperature is controlled below 30° C. by cooling with a water bath. After passing ammonia gas for about 3 hours, colorless crystals precipitate. The reaction mixture is allowed to stand at 0° C. overnight. The precipitates are separated by filtration and washed with diethyl ether to give the title compound (91.5 g, yield 82.7%) as colorless prisms, m.p. 143°-144° C.

Workup

  1. customis controlled below 30° C.
  2. temperatureby cooling with a water bath
  3. customfor about 3 hours
  4. customThe precipitates are separated by filtration
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-270dc8873b2245089846630921ce63ad
Source dataset
uspto-grants-1989_10
Patent number
US04874773

Reaction notes

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