Deferiprone → HCID 19862590, compound

Participants

Reaction Steps

With stirring, 1.4 ml of triethylamine 1.7 ml of ethyl isocyanatoacetate are added at room temperature to a suspension of 1.39 g of 3-hydroxy-1,2-dimethyl-4(1H)-pyridinone in 100 ml of acetonitrile and 100 ml of methylene chloride, followed by the addition of 1.7 ml of ethyl isocyanatoacetate. The ensuing reaction is slightly exothermic. The solution that forms after about 15 minutes is concentrated by evaporation under reduced pressure after a further 45 minutes. The residue is dried under a high vacuum and crystallized from a mixture of methylene chloride and ethyl acetate. The crude crystalline product is taken up in 10 ml of methanol, insoluble material is removed by filtration, and the filtrate is concentrated by evaporation under reduced pressure. The residue is crystallised from a mixture of methylene chloride/ethyl acetate, affording 3-(ethoxycarbonylmethylaminocarbonyloxy)-1,2-dimethyl-4(1H)-pyridinone with a melting point of 132°-135° C.

Provenance & Evidence