Reacción #90299

Ecuación de reacción

(Z)—N′-hydroxy-2-(trifluoromethyl)nicotinimidamide

3,4-bis(benzyloxy)-5-nitrobenzoic acid

→

(Z)—N′-(3,4-bis(benzyloxy)-5-nitrobenzoyloxy)-2-(trifluoromethyl)nicotinimidamide

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   workup.ADDITIONpoured onto water (100 mL)
3. 3
   FiltraciónThe resulting precipitate was filtered off
4. 4
   Lavadowashed with water
5. 5
   Otrodried
6. 6
   OtroAfter recrystallisation from dichloromethane/isopropanol

Procedimiento

To a stirred solution of 3,4-bis(benzyloxy)-5-nitrobenzoic acid (0.759 g, 2 mmol) in dimethylformamide (10 mL) at room temperature was added 1,1-carbonyldiimidazole (0.34 g, 2.10 mmol) in one portion. The resulting yellow mixture was allowed to stir for ninety minutes whereupon (Z)—N′-hydroxy-2-(trifluoromethyl)nicotinimidamide (0.41 g, 2 mmol) was added in one portion. The resulting mixture was stifled at room temperature for two hours and then poured onto water (100 mL). The resulting precipitate was filtered off, washed with water and dried. After recrystallisation from dichloromethane/isopropanol, (Z)—N′-(3,4-bis(benzyloxy)-5-nitrobenzoyloxy)-2-(trifluoromethyl)nicotinimidamide was obtained as a light yellow solid, 0.88 g (78%).

Fuente