Réaction #455475

Équation de réaction

5,6-Dichloro-N-hydroxy-3-pyridinecarboximidoyl chloride

triethylamine

1-butyne

→

desired product

Rendement 90.0%

3-(2,3-Dichloro-5-pyridyl)-5-ethylisoxazole

Rendement 90.0%

Solvants

ether

ether

Conditions de réaction

Traitement

1. 1
   Autrewas bubbled through the reaction mixture
2. 2
   Filtrationfiltered
3. 3
   Autrethe filtrate evaporated to dryness under reduced pressure
4. 4
   AutreRecrystallisation of the residue from hexane

Mode opératoire

5,6-Dichloro-N-hydroxy-3-pyridinecarboximidoyl chloride (0.85 g, 3.8 mmol) was dissolved with stirring in ether (60 mL) and a solution of triethylamine (0.8 g, 7.9 mmol) in ether (50 mL) added dropwise to the solution while 1-butyne was bubbled through the reaction mixture. The mixture was stirred at room temperature overnight, filtered, and the filtrate evaporated to dryness under reduced pressure. Recrystallisation of the residue from hexane gave the desired product (0.83 g, 90%) as a cream solid, melting point. 98-9° C.

Source