Ammonia → HCID 21537998, compound

HRID 1076697Notes

Reaction equation

HRID 1076697 reaction equation
[NH2:1][C:2]1[CH:3]([CH3:16])[N:4]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][C:6]=1[C:7]#[N:8].N>C(O)C.[Ni].[Pd]>[NH2:1][CH:2]1[CH:6]([CH2:7][NH2:8])[CH2:5][N:4]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:3]1[CH3:16]

Participants

6

Reactant 2

HCID 222AmmoniaHCID 15076036HCID 15076036, compound

Product 1

HCID 21537998HCID 21537998, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a manner to that in Example 1, 106.6 g of 3-amino-4-cyano-1-benzyl-2-methyl-3-pyrroline in 200 ml of ethanol and 200 g of gaseous ammonia is hydrogenated, in the presence of 6 g of Raney nickel containing 2% of palladium, for 4 hours at 120°C at a pressure of 100 atmospheres. The crude amine contains, on the basis of the gas-chromatogram, about 10% of low-boiling by-product. Fractional distillation through a packed column yields 52.1 g (47.6%), B.P. 126°-127°C/0.3 mm Hg.

Workup

  1. distillationFractional distillation through a packed column
  2. customyields 52.1 g (47.6%), B.P. 126°-127°C/0.3 mm Hg

Sources & evidence

ORD record
ord-02b8f973f9c14addb95cb14e7788e572
Source dataset
uspto-grants-1976_05
Patent number
US03957820

Reaction notes

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