Reaktion #63230

Reaktionsgleichung

tetra-n-butylammonium hydroxide

sodium hydroxide

4-chloro-1-hydroxypyrazole

chloromethyl thiocyanate

→

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

Ausbeute 71.6%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.).

Quelle