Ammonia → HCID 19387885, compound

HRID 1757445Notes

Reaction equation

HRID 1757445 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=NO)[CH2:9][CH2:8]2)(=O)[CH2:2][CH3:3].[NH3:17].C[OH:19]>[Ni]>[NH2:17][CH:1]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:19])[CH2:9][CH2:8]2)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 178458172HCID 178458172, compound

Product 1

HCID 19387885HCID 19387885, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

Example P-12:9.2 g of 6-propionyl-3,4-dihydro-quinolin-2-one-oxime, 10 g ofdry ammonia and 3 g of Raney nickel in 130 ml of absolute methanol are placed in a hydrogenation autoclave. The batch is hydrogenated for 12 hours at a temperature of 50° C. and a pressure of 70 bar. The catalyst is then filtered off and the solvent, as well as the excess NH3, is removed under a water-jet vacuum. Purification is carried outby flash chromatography (eluant: ethanol/ether 1:3), yielding 8.2 g of 6-(1-aminopropyl)-3,4-dihydro-quinolin-2-one.

Workup

  1. filtrationThe catalyst is then filtered off
  2. customthe solvent, as well as the excess NH3, is removed under a water-jet vacuum
  3. customPurification

Sources & evidence

ORD record
ord-366f03689fee47db93b553dddfffd37d
Source dataset
uspto-grants-1995_08
Patent number
US05446040

Reaction notes

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