Reacción #63230

Ecuación de reacción

tetra-n-butylammonium hydroxide

sodium hydroxide

4-chloro-1-hydroxypyrazole

chloromethyl thiocyanate

→

4-chloro-1-[(thiocyanato)-methoxy]-pyrazole

Rendimiento 71.6%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThereafter, the organic phase was separated off
2. 2
   Otrodried
3. 3
   Otroevaporated down
4. 4
   workup.DISTILLATIONDistillation of the residue under reduced pressure (airbath at 140° C./3 mbar)

Procedimiento

50 ml of a 5% strength aqueous sodium hydroxide solution were added to 5 g (42 mMol) of 4-chloro-1-hydroxypyrazole, 13.5 g (126 mMol) of chloromethyl thiocyanate and 50 ml of methylene chloride. After the addition of 1 g (4 mMol) of tetra-n-butylammonium hydroxide, the mixture was stirred at room temperature for 24 hours. Thereafter, the organic phase was separated off, dried and evaporated down. Distillation of the residue under reduced pressure (airbath at 140° C./3 mbar) gave 5.7 g (71% of theory) of 4-chloro-1-[(thiocyanato)-methoxy]-pyrazole (compound No. 1), which was recrystallized from ether/petroleum ether (mp. 60° C.).

Fuente