Dimethylamine → HCID 19760943, compound

Participants

Reaction Steps

A mixture of 58 g (0.26 mole) of 5-(4-chlorophenyl)-2-furoic acid and 120 ml of thionyl chloride was heated under reflux for 3 hrs. The thionyl chloride was removed on a rotary evaporator. A small amount of benzene was added to the residual solid and then removed on a rotary evaporator. The furoyl chloride was dissolved in 300 ml of dioxane with stirring and treated dropwise with a solution of 300 ml of dioxane containing 26 g (0.58 mole) of dimethylamine, while maintaining the temperature between 15°-25°. The reaction solution was stirred at room temperature overnight and then at 80° for 4 hrs. with a small amount of solid forming. The mixture was added to 2000 ml of water and resulting solid was filtered and dried at 60° to yield 58 g (77%). An analytical sample was prepared by recrystallizing a sample from hexane, m.p. 101°-102°.

Provenance & Evidence