Hydrochloric Acid → 2-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamide

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Reaction Steps

Mucochloric acid (15.1 g) and 2-cyanoacetamide (7.53 g) were dissolved in methanol (53.6 ml), and 2.5N aqueous sodium hydroxide solution (53.6 ml) was added dropwise with stirring under ice-cooling. The mixture was allowed to warm to room temperature and further stirred at room temperature for 3 hr. The reaction mixture was poured into 1N hydrochloric acid containing ice water, methanol was evaporated under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Crystallization from ethanol-diisopropyl ether gave the title compound (3.74 g) as pale-brown crystals.

Provenance & Evidence