Dimethyl Sulfoxide → HCID 20352239, compound

Participants

Reaction Steps

A mixture of 7 g. of 1-phenyl-3-azabicyclo[3.1.0]hexane and 6.5 g. of isatoic anhydride in 10 ml. of dimethyl sulfoxide is warmed on a steam bath for 10 minutes. The mixture is cooled and water is added producing a gummy solid which is separated by extraction with chloroform, dried, filtered and evaporated to a dark oil. This oil is dissolved in 30 ml. of acetic anhydride, refluxed for 5 minutes, evaporated to an oil and water is added and decanted from the mixture several times. The thick oil is mixed with ethanol and a solid separates. This solid is dissolved in hot ethanol filtered and cooled giving a white solid which is recrystallized once from aqueous ethanol and once from ether to give the product as a white solid, mp 124.5°-127° C.

Provenance & Evidence