Ammonia → HCID 14181183, compound

HRID 477213Notes

Reaction equation

HRID 477213 reaction equation
[C:1]([C:3]1[C:4]2[CH:5]=[CH:6][C:7]([O:13][CH2:14][C:15]([O:17]C)=O)=[CH:8][C:9]=2[CH2:10][CH2:11][CH:12]=1)#[N:2].[NH3:19].[H][H]>CO>[NH2:2][CH2:1][CH:3]1[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([O:13][CH2:14][C:15]([NH2:19])=[O:17])[CH:6]=[CH:5][C:4]1=2

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14181182HCID 14181182, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14181183HCID 14181183, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

0.25 mol of the α,β-unsaturated nitrile from Example 5 is dissolved in 600 ml of methanol and 185 ml of liquid ammonia. After addition of 22 g of methanol-moist Raney nickel, the mixture is hydrogenated at 70° C. under 100 atmospheres of hydrogen for 3 hours. It is briefly heated under reflux, the catalyst is filtered off hot and the filtrate is then evaporated. The product can be further processed directly (see Example 9), or can be precipitated as the hydrochloride from diglyme.

Workup

  1. temperatureIt is briefly heated
  2. temperatureunder reflux
  3. filtrationthe catalyst is filtered off hot
  4. customthe filtrate is then evaporated
  5. customcan be precipitated as the hydrochloride from diglyme

Sources & evidence

ORD record
ord-fb54624489ab46a18fc03f01c23d0b9a
Source dataset
uspto-grants-1989_12
Patent number
US04886898

Reaction notes

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