Formamidine acetate → HCID 178470709, compound

Participants

Reaction Steps

216.24 g (1.0 mol) of ethyl acetylsuccinate and 104.11 g (1.0 mol) of formamidine acetate were placed in 500 ml of ethanol, and 360.13 g (2.0 mol) of 30% methanolic sodium methylate solution were added dropwise at 0° C. The mixture was stirred at room temperature for 6 hours and concentrated and the residue was taken up in toluene/water. The aqueous phase was brought to a pH of 3-4 with conc. hydrochloric acid and extracted by stirring a number of times with dichloromethane. Drying and concentration of the combined dichloromethane phases left a resinous solid. This solid was stirred with a mixture of diisopropyl ether and ethyl acetate (2:1) which was then filtered with suction to leave 55.6 g (28.3% of theory) of colorless crystals of m.p. 148° to 149° C.

Provenance & Evidence