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HRID 1023489作成日:2026年10月26日

Dimethylhydantoin → 3-(2-Chloroethyl)-5,5-dimethylimidazolidine-2,4-dione

https://huagongshe.com/reaction/1023489

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylhydantoinHCID 6491—
反応物1-Bromo-2-ChloroethaneHCID 7849—
反応物Potassium HydroxideHCID 14797—
溶媒EthanolHCID 702—
生成物3-(2-Chloroethyl)-5,5-dimethylimidazolidine-2,4-dioneHCID 298085—

反応手順

5,5-Dimethylhydantoin (5 g, 39 mmol, 1 eq.) was added to a solution of potassium hydroxide (2.18 g, 39 mmol, 1 eq.) in EtOH (100 mL). 1-bromo-2-chloroethane (11.2 g, 78 mmol, 2 eq.) was added in one portion. The resulting mixture was refluxed overnight. Reaction was cooled to room temperature and concentrated in vacuo. Crude residue was re-suspended in ethyl acetate (150 mL), and washed with H2O (100 mL), saturated aqueous sodium bicarbonate (100 mL) then brine (100 mL). Organic layer was dried (Na2SO4) and concentrated in vacuo to yield the crude product, which was directly used in the next step. Yield: 5.4 g (73%). LCMS—[M+H] m/z 191.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08722715B2
出典データセットuspto-grants-2014_05
ORD IDord-216fce600ee54f088b0eb9a681441988
出典メモuspto-grants-2014_05