Toluene → HCID 67543919, compound

Participants

Reaction Steps

Toluene (20 mL) was added to 2-ethyl-N-phenyl-3-(phenylthio)acrylamide (3.68 g), and then thionyl chloride (1.9 mL) and DMF (10 mg) were added thereto. The mixture was stirred with heating under reflux for 1 hour. The mixture was concentrated under reduced pressure. To the concentrate was added DMF (35 mL), and then, phenylmercaptan sodium salt (2.0 g) was added portionwise thereto under ice-cooling. The mixture was stirred at room temperature for 1 hour. To the reaction mixture was added tert-butyl methyl ether, and then a 1 N aqueous sodium hydroxide solution was added, thereby the solution was separated. The organic layer was washed with water three times, dried and then concentrated. The residue was subjected to silica gel column chromatography (hexane/ethyl acetate=20/1) to obtain phenyl 2-ethyl-N-phenyl-3-(phenylthio)thioacrylimidate (2.03 g).

Provenance & Evidence