Thionyl Chloride → HCID 22707763, compound

Participants

Reaction Steps

10.5 g (37.6 mM [sic]) of 3-(2-hydroxyethyl)-6-ethyl-3,4, 5,6,7,8-hexahydropyrido[3',4':4,5]thieno-[2,3-d]pyrimidin-4-one in 100 ml of 1,2-dichloroethane were heated to reflux (slow dissolution) and then 3.5 ml (48 mM [sic]) of thionyl chloride in 20 ml of 1,2-dichloroethane were added dropwise. After refluxing for 1 h, the reaction mixture was allowed to cool, and the solid was filtered off with suction and washed with 1,2-dichloroethane. The crude product was partitioned between methylene chloride and water at pH=9. The organic phase was dried and concentrated to isolate 9.3 g (83%) of product as a dark oil which slowly crystallized and is sufficiently pure for further reactions, melting point 94-96° C.

Provenance & Evidence