Ammonia → 2-Nicotinoyl-1-methylvinylamine

HRID 1833712Notes

Reaction equation

HRID 1833712 reaction equation
[C:1]([CH2:9][C:10](=O)[CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[NH3:13]>C(O)C>[C:1]([CH:9]=[C:10]([NH2:13])[CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 3001601-(Pyridin-3-yl)butane-1,3-dione

Product 1

HCID 706189932-Nicotinoyl-1-methylvinylamineYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

7.5 g of nicotinoyl-acetone are dissolved in 45 ml of anhydrous ethanol and, after adding 20 ml of ammonia, the mixture is then stirred for 3 days at 50° C in an autoclave. Concentrating the clear solution leaves an oil which becomes solid after a short time. After recrystallisation from toluene, 2-nicotinoyl-1-methylvinylamine (melting point 82°) is obtained in a 91% yield.

Workup

  1. concentrationConcentrating the clear solution
  2. customleaves an oil which
  3. customAfter recrystallisation from toluene

Sources & evidence

ORD record
ord-8a207e90208d4bf18f87256fff1b751c
Source dataset
uspto-grants-1978_01
Patent number
US04066768

Reaction notes

Loading…