Cyanoacetamide → HCID 13632727, compound

HRID 980916Notes

Reaction equation

HRID 980916 reaction equation
[C:1]([CH:4]1[CH2:9][CH:8]([CH3:10])[CH2:7][CH2:6][C:5]1=O)(=O)[CH3:2].[C:12]([CH2:14][C:15]([NH2:17])=[O:16])#[N:13].N1CCCCC1>C(O)C>[C:12]([C:14]1[C:15](=[O:16])[NH:17][C:1]([CH3:2])=[C:4]2[C:5]=1[CH2:6][CH2:7][CH:8]([CH3:10])[CH2:9]2)#[N:13]

Participants

5

Reactant 3

HCID 7898CyanoacetamideHCID 8082PiperidineHCID 14911578HCID 14911578, compound

Product 1

HCID 13632727HCID 13632727, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The crude product of the step (1) above, 2-acetyl-4-methylcyclohexanone, was dissolved in 35 ml of ethanol. To the resultant solution, there were added 3.36 g of cyanoacetamide and a small amount of piperidine, and the mixture was heated under reflux for 4 hours. Deposited crystals were filtered out and recrystallized from a mixed solvent of methanol and water. There was obtained 4.22 g of 4-cyano-2,3,5,6,7,8-hexahydro-1,7-dimethyl-3-oxoisoquinoline.

Workup

  1. temperatureunder reflux for 4 hours
  2. filtrationDeposited crystals were filtered out
  3. customrecrystallized from a mixed solvent of methanol and water

Sources & evidence

ORD record
ord-fb7ec84a672540bdaca8031e51b04689
Source dataset
uspto-grants-1987_01
Patent number
US04639521

Reaction notes

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