Novel crystal form of 5-hydroxy-1-methylhydantoin

Details Novel crystal form of 5-hydroxy-1-methylhydantoin Novel crystal form of 5-hydroxy-1-methylhydantoin

C - Chemistry, Metallurgy

07

D

C07D 233/72 (2006.01)

Patent

CA 2700679

The present invention is directed to a process for producing 5-hydroxy-1-methylimidazolidin-2,4-dione by hydrolyzing a brominated product of 1-methylhydantoin. The 5-hydroxy-1-methylimidazolidin-2,4-dione is used in the preparation of novel II-form crystals of 5-hydroxy-1-methylhydantoin. Conventional I-form crystals of 5-hydroxy-1-methylhydantoin contain, remaining therein in a considerable amount, the organic solvent used in a purification step. In contrast, in II-form crystals, the amount of the organic solvent remaining therein is smaller than the detection limit. Namely, the II-form crystals contain substantially no residual organic solvent. The novel II-form crystals of 5-hydroxy-1-methylhydantoin obtained through recrystallization from water not only contain substantially no residual organic solvent, but also have a high bulk density and are hence advantageous for pharmaceutical preparation. They further have properties advantageous for production, such as low adhesion. The crystals are significantly useful as a material for medicines required to have high safety, such as drugs for renal insufficiency.

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