Ethyl Biscoumacetate

White, crystalline solid; odorless; bitter taste.Soluble in acetone and benzene; slightly soluble in alcohol and ether; insoluble in water.

Tromexan,Geigy,US,1950

Anticoagulant.

Medicine (anticoagulant).

A synthetic derivative of bishydroxycoumarin.

7 g of benzotetronic acid are dissolved in 750 cc of water at boiling temperature and there after 10.5 g of glyoxylic acid ethyl ester ethyl alcoholate are added. After a short while the liquid becomes turbid and gradually a white deposit is separated. The deposit is filtrated and dried in vacuo. The melting point is 172°C to 174°C; after recrystallization from methyl alcohol 153°C to 154°C.
The crude product is dissolved in sodium lye, filtrated by means of animal charcoal precipitated by means of hydrochloric acid, and recrystallized from methyl alcohol. The melting point is 153°C to 154°C.

Anticoagulant

Ethyl biscoumacetate, the ethyl ester of bis-(4-hydroxy- 3-coumarinyl)-acetic acid (24.1.9), is synthesized analogously from 4-hydroxycoumarine, but using ethylglyoxylate, its semiacetal or glyoxylic acid instead of formaldehyde.