HCID 18687991, compound → HCID 18687933, compound

HRID 1872911Notes

Reaction equation

HRID 1872911 reaction equation
[C:1]([CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([NH2:10])[N:7]=[CH:6]1)#[N:2].[H][H]>N.C(O)C.[Ni]>[NH2:2][CH2:1][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([NH2:10])[N:7]=[CH:6]1

Participants

5

Reactant 2

HCID 18687991HCID 18687991, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18687933HCID 18687933, compoundYield 73.7%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 22020343Ethanol, reaction products with ammonia, distn. residuesSolvent

Procedure

1-(2-Cyanoethyl)-4-aminoimidazole (1 g, 6 mmol) was suspended in 3% ammonia/ethanol (50 ml), and Raney nickel was added to the solution. The mixture was stirred at 80° C. for 5 hours in a hydrogen atmosphere. The catalyst was removed by filtration through Celite, and the filtrate was concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel (chloroform:methanol:aqueous ammonia=5:1:0.5) to obtain 620 mg of the title compound (oil).

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-92c06940fec84137aa7827a2a707b3e5
Source dataset
uspto-grants-2000_08
Patent number
US06110967

Reaction notes

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