Thionyl Chloride → HCID 22464638, compound

Participants

Reaction Steps

29.9 g (106 mM [sic]) of 3-(2-hydroxyethyl)-5-methyl-6-dimethylcarbamoylthieno [2,3-d]pyrimidin-4-one in 200 ml of 1,2-dichloroethane were heated to reflux (slow dissolution) and then 12.7 ml (175 mM [sic]) of thionyl chloride in 20 ml of 1,2-dichloroethane were added dropwise. After refluxing for 1 h, the reaction mixture was cooled and concentrated. The crude product was partitioned between methylene chloride and water at pH=9. Drying and concentration of the organic phase resulted in isolation of 44.1 g (83%) of product as a dark oil which was purified by column chromatography (silica gel, eluent ethyl acetate). 23.8 g (76%) of product were isolated with melting point 120-122° C.

Provenance & Evidence