Reaktion #63156

Reaktionsgleichung

salicylhydrazide

trichloromethyl chloroformate

→

subject compound

Ausbeute 76.9%

5-(2-Hydroxyphenyl)-1,3,4-oxadiazol-2(3H)-one

Ausbeute 76.9%

Lösungsmittel

p-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile maintaining the temperature at 20°-30° C. with external cooling
2. 2
   Temperaturthe suspension was refluxed for 4 hours
3. 3
   Temperaturthen cooled to 25° C.
4. 4
   FiltrationThe mixture was filtered
5. 5
   Sonstigethe residue was recrystallized from acetonitrile

Vorschrift

To a solution of 10 g of salicylhydrazide in 100 ml of p-dioxane was added dropwise 13.1 g of trichloromethyl chloroformate while maintaining the temperature at 20°-30° C. with external cooling. After stirring at 25° C. for 0.5 hours, the suspension was refluxed for 4 hours then cooled to 25° C. and poured into excess ice-water. The mixture was filtered and the residue was recrystallized from acetonitrile to yield 9.0 g of the subject compound; m.p. 198°-200° C.

Quelle