HCID 13765533, compound → HCID 13765535, compound

HRID 652576Notes

Reaction equation

HRID 652576 reaction equation
[CH2:1]([CH:3]([CH2:17][NH:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:4](NC(OCC)=O)[NH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[H][H]>C(O)C.[Ni]>[CH2:1]([CH:3]([CH2:17][NH:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:4][NH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

5

Reactant 2

HCID 13765533HCID 13765533, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13765535HCID 13765535, compoundYield 93.7%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

130 g of the 2-ethyl-1,1,3-tri(ethoxycarbonylamino)propane prepared in stage (a) are dissolved in 1300 ml of ethanol, 30 g of Raney nickel are added, and hydrogenation is carried out at 200 bar of hydrogen and 165° C. for 15 hours. Removal of the catalyst by filtration and of the solvent and ethyl carbamate by distillation leaves 90 g of 2-ethyl-1,3-di(ethoxycarbonylamino)propane having a purity of 94% (88% isolated yield).

Workup

  1. customRemoval of the catalyst
  2. filtrationby filtration
  3. distillationof the solvent and ethyl carbamate by distillation

Sources & evidence

ORD record
ord-76808bb4deb14ec28d537618c697e716
Source dataset
uspto-grants-1987_06
Patent number
US04672137

Reaction notes

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