Ammonia → HCID 10420949, compound

HRID 2050898Notes

Reaction equation

HRID 2050898 reaction equation
[C:1]([C:3]1([C:8]2[CH:13]=[CH:12][C:11]([N:14]([CH3:16])[CH3:15])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4]1)#[N:2].N.[H][H]>[Ni].CO>[CH3:15][N:14]([CH3:16])[C:11]1[CH:12]=[CH:13][C:8]([C:3]2([CH2:1][NH2:2])[CH2:7][CH2:6][CH2:5][CH2:4]2)=[CH:9][CH:10]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 9990828HCID 9990828, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 10420949HCID 10420949, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

In a pressure reactor was placed 281.2 g (1.3 mole) of 1-cyano-1-(4-dimethylaminophenyl)cyclopentane, 3500 ml of methanol, 600 g of anhydrous ammonia, and 200 g of Raney nickel. Hydrogen was charged into the stirred reaction vessel. The reaction was stirred at room temperature until the theoretical amount of hydrogen had been taken up. The reaction mixture was filtered and the filtrate concentrated in vacuo to yield 284.4 g of the title compound, melting point 87°-89° C.

Workup

  1. customIn a pressure reactor was placed
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-1d5be44c53234e549c5f8222045f10b5
Source dataset
uspto-grants-1991_05
Patent number
US05015644

Reaction notes

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