Reacción #62354

Ecuación de reacción

sodium thiosulfate

1H-thieno[2,3-c]pyrazole 5-carbonitrile

N-bromosuccinimide

→

title compound

Rendimiento 85.8%

3-Bromo-1H-thieno[2,3-c]pyrazole-5-carbonitrile

Rendimiento 85.8%

Disolventes

ethyl acetate

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Otrothe solvent was evaporated
4. 4
   OtroThe crude product was purified
5. 5
   Otroseparated by silica gel column chromatography (ethyl acetate:n-hexane=1:10)

Procedimiento

To a solution of 168 mg of 1H-thieno[2,3-c]pyrazole 5-carbonitrile in 5 mL of dimethylformamide was added 200 mg of N-bromosuccinimide at room temperature and stirred at this temperature for 2 hours. After adding 1 mL of 10% sodium thiosulfate aqueous solution, the solution was diluted with ethyl acetate. The organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. This afforded 3.7 g of the title compound as a colorless oil. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:10), to afford 220 mg of the title compound as colorless crystals.

Fuente