Reaktion #2188457

Reaktionsgleichung

2,3-dichloro-4-p-tolylpyridine

hydrazine

→

1-(3-chloro-4-p-tolylpyridin-2-yl)hydrazine

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigehad been consumed
2. 2
   TemperaturAfter cooling the reaction mixture to room temperature
3. 3
   Sonstigemost of the solvent was removed under reduced pressure
4. 4
   workup.ADDITIONWater (25 mL) was added to the residue
5. 5
   FiltrationSolid precipitate was collected by filtration
6. 6
   Waschenfurther washed with water (15 mL×2)
7. 7
   TrocknenAfter drying in a vacuum oven under reduced pressure overnight, 692 mg of nearly pure title compound
8. 8
   Sonstigewas obtained as an off-white solid

Vorschrift

To a stirred solution of 2,3-dichloro-4-p-tolylpyridine (711 mg, 3.0 mmol) in THF (5 mL) at room temperature under argon was added hydrazine (288 mg, 9.0 mmol). The reaction mixture was heated at 60° C. under argon for 5 h. Analysis by HPLC/MS indicated that starting material had been consumed. After cooling the reaction mixture to room temperature, most of the solvent was removed under reduced pressure. Water (25 mL) was added to the residue while stirring. Solid precipitate was collected by filtration and further washed with water (15 mL×2). After drying in a vacuum oven under reduced pressure overnight, 692 mg of nearly pure title compound was obtained as an off-white solid. HPLC/MS: retention time=2.10 min, [M+H]+=234.

Quelle