Thionyl Chloride → HCID 20369671, compound

Participants

Reaction Steps

2-Phenyl-4-hydroxymethyl-1,2,4-oxadiazolidin-3,5-dione (7.6 grams; 0.0365 mole) dissolved in chloroform (40 ml) and thionyl chloride (8.68 grams; 0.073 mole) dissolved in chloroform (10 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated at reflux with stirring for a period of about 2 hours. After this time the reaction mixture was stripped of solvent under reduced pressure, leaving a solid residue. This residue was dissolved in toluene and was distilled to remove unreacted starting material. The remaining product was recrystallized from a hexane-ether mixture to yield the desired product 2-phenyl-4-chloromethyl-1,2,4-oxadiazolidin-3,5-dione.

Provenance & Evidence