Reaktion #2188458

Reaktionsgleichung

triphosgene

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

→

title compound

Ausbeute 72.1%

8-chloro-7-p-tolyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Ausbeute 72.1%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigehad been consumed
2. 2
   workup.ADDITIONWater (25 mL) was added
3. 3
   workup.STIRRINGwhile stirring
4. 4
   TemperaturThe resulting suspension was heated at 100° C. for 40 h
5. 5
   TemperaturUpon cooling to room temperature
6. 6
   Filtrationthe desired product was filtered
7. 7
   Waschenfurther washed with water (15 mL×2)
8. 8
   SonstigeAfter drying in a vacuum oven under reduced pressure overnight

Vorschrift

To a stirred solution of triphosgene (2.64 g, 8.9 mmol) in THF (25 mL) at room temperature under argon was added 1-(3-chloro-4-p-tolylpyridin-2-yl)hydrazine (0.692 g, 3.0 mmol). The reaction mixture was stirred at room temperature for 16 h. Analysis by HPLC/MS indicated that starting material had been consumed. Water (25 mL) was added while stirring. The resulting suspension was heated at 100° C. for 40 h. Upon cooling to room temperature, the desired product was filtered and further washed with water (15 mL×2). After drying in a vacuum oven under reduced pressure overnight, 562 mg of the title compound was obtained as a white solid. HPLC/MS: retention time=2.98 min, [M+H]+=260.

Quelle