Reacción #47277

Ecuación de reacción

3-aminopyrazole

phthalic anhydride

water

→

2-(1H-pyrazol-3-yl)-isoindole-1,3-dione

Rendimiento 73.0%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter addition
2. 2
   TemperaturaUpon cooling to 25° C.
3. 3
   Otrowhich resulted in precipitation
4. 4
   TemperaturaThe white suspension was cooled (−5° C.)
5. 5
   workup.STIRRINGstirred for 30 min
6. 6
   FiltraciónSubsequent filtration
7. 7
   Lavadowashing with water, and suction
8. 8
   Otrodrying

Procedimiento

To a stirred mixture of 3-aminopyrazole (5.00 g, 60.2 mmol) dissolved in N,N-dimethylformamide (75 mL) was added phthalic anhydride (8.91 g, 60.2 mmol). After addition was complete, the mixture was stirred at 125° C. for 24 h. Upon cooling to 25° C., water (100 mL) was added, which resulted in precipitation. The white suspension was cooled (−5° C.) and stirred for 30 min. Subsequent filtration, washing with water, and suction drying afforded 2-(1H-pyrazol-3-yl)-isoindole-1,3-dione (9.36 g, 73.0%) as a white solid: LR-ES-MS m/z calculated for C11H7N3O2 [M]+ 213, observed [M+H]+ 214.

Fuente