Reacción #62809

Ecuación de reacción

potassium thiocyanate

bromine

acetic acid

2-(p-aminophenyl)propionitrile

acetic acid

→

2-amino-α-methyl benzothiazole-6-acetonitrile

Rendimiento 56.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat ambient temperature
2. 2
   OtroThe solution obtained
3. 3
   Filtraciónwas filtered through celite and sodium bicarbonate
4. 4
   workup.ADDITIONwas then added to the filtrate until no further precipitation
5. 5
   OtroThe precipitate was collected
6. 6
   Otrocrystallized from methanol/water

Procedimiento

27.4 g of bromine in 87.5 ml of 95% v/v acetic acid were added dropwise to a stirred mixture of 25 g of 2-(p-aminophenyl)propionitrile [British Pat. No. 1,198,212], 66.8 g of potassium thiocyanate and 300 ml of 95% v/v acetic acid at ambient temperature. The mixture was then stirred at 50° C. for a further 2 hours before being poured into 1.5 liters of water. The solution obtained was filtered through celite and sodium bicarbonate was then added to the filtrate until no further precipitation occurred. The precipitate was collected and crystallized from methanol/water to give 19.4 g (56%) of 2-amino-α-methyl benzothiazole-6-acetonitrile as yellow prisms melting at 165.1° C.

Fuente