Reaktion #436203

Reaktionsgleichung

2-chloro-6-methylisonicotinonitrile

di-n-propylamine

→

2-chloro-6-methylisonicotinonitrile

2-(dipropylamino)-6-methylisonicotinonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeExcess di-n-propylamine was removed under reduced pressure
2. 2
   Sonstigethe residue was partitioned between dichloromethane and aq. sodium bicarbonate
3. 3
   TrocknenAfter drying over sodium sulfate and concentration
4. 4
   Sonstigethe residue was chromatographed on silica gel

Vorschrift

To 2-chloro-6-methylisonicotinonitrile (0.230 g, 1.51 mmol) was added di-n-propylamine (5 mL). The mixture was heated at 80° C. in a sealed, thick-walled glass vessel for 12 h and then at room temperature for 17 h. Excess di-n-propylamine was removed under reduced pressure and the residue was partitioned between dichloromethane and aq. sodium bicarbonate. After drying over sodium sulfate and concentration, the residue was chromatographed on silica gel using ethyl acetate-hexane (10/90) to give 0.14 g of 2-chloro-6-methylisonicotinonitrile and 0.059 g of 2-(dipropylamino)-6-methylisonicotinonitrile. Using the above conditions, 2-chloro-6-methylisonicotinonitrile (0.14 g) was converted to an additional 0.043 g of 2-(dipropylamino)-6-methylisonicotinonitrile.

Quelle