2,4-Oxazolidinedioneおよびその誘導体の合成

抄録

Facile synthetic methods of 2, 4-oxazolidinedione (2), a key intermediate of 3-{2-(2-thienyl) ethyl}-2, 4-oxazolidinedione (3) having potent antiulcer activities, were studied. As a result, potassium salt (8a) of 2, 4-oxazolidinedione was conveniently obtained in good yield by the reaction of ethyl glycolate with KOCN. Furthermore, potassium salts (8) of 5-substituted and 5, 5-disubstituted-2, 4-oxazolidinediones were obtained by the reaction of the corresponding 2-hydroxy acid esters (4) with KOCN. The compound (8a) was also prepared by the reaction of ethyl N-chloroacetylcarbamate (14) and NaOAc, followed by treatment of the product (15) with KOH.