Reacción #2195519

Ecuación de reacción

9-bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one

NaOH

→

title compound

Rendimiento 87.0%

4-Bromo-2-(2H-[1,2,4]triazol-3-yl)-phenylamine

Rendimiento 87.0%

Disolventes

ethylene glycol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting solution was cooled to 27° C.
2. 2
   Otroto crystallize
3. 3
   workup.ADDITIONWater (146 mL) and 1-octanol (1.73 mL) were added
4. 4
   workup.ADDITIONthe pH of the suspension was adjusted to 6.5 by the slow addition of glacial acetic acid (14 mL)
5. 5
   Filtraciónthe solid was collected by filtration
6. 6
   Lavadowashed with water and 2-propanol
7. 7
   OtroDrying in vacuo

Procedimiento

To a well stirred slurry of 9-bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one (32.0 g, 171 mmol) in ethylene glycol (146 mL) which was heated at 100° C., was added aq NaOH 32% (22.4 mL, 241 mmol). The slurry was heated at 140° C. for 17.5 h. The resulting solution was cooled to 27° C. and the product began to crystallize. Water (146 mL) and 1-octanol (1.73 mL) were added and the pH of the suspension was adjusted to 6.5 by the slow addition of glacial acetic acid (14 mL). The resulting slurry was stirred for 30 min, the solid was collected by filtration and washed with water and 2-propanol. Drying in vacuo afforded the title compound (25.2 g, 87%) as a light yellow solid. MS: m/e=239.0/241.1 (M+H+).

Fuente