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HRID 1873804作成日:2026年10月25日

Dimethyl Sulfoxide → HCID 25206537、化合物

https://huagongshe.com/reaction/1873804

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfoxideHCID 679—
反応物TriethylamineHCID 8471—
反応物Phosphorus oxide (P4O10)HCID 14812—
反応物5-[4-(2-Hydroxy-2-phenylethoxy)benzyl]-1,3-thiazolidine-2,4-dioneHCID 46911041—
溶媒DichloromethaneHCID 6344—
生成物HCID 25206537HCID 2520653740.3%

反応条件

温度0 °C

反応手順

To a stirring solution of 5-[4-(2-hydroxy-2-phenylethoxy)benzyl]-1,3-thiazolidine-2,4-dione (1.00 g, 2.91 mmol) in DCM (35 ml) was added DMSO (2 ml) and the solution was cooled to 0° C. Phosphorus pentoxide (0.83 g, 2.91 mmol) was added followed by triethylamine (1.8 mL, 13.1 mmol). The reaction was allowed to slowly warm to RT. After 2 hours, the reaction mixture was partitioned between DCM and water and the organic phase was washed with brine, dried (Na2SO4), filtered and evaporated in vacuo. The resulting yellow oil was chromatographed on silica gel eluting with 25-35% EtOAc/hexanes. Fractions containing product were combined and evaporated in vacuo to give 0.40 g (40%) of the title compound as a white solid. Trituration with ether afforded 245 mg of clean product. MS (ESI−) for C18H15NO4S m/z 340.1 (M−H)−

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08304441B2
出典データセットuspto-grants-2012_11
ORD IDord-6aa7ee4729044f4cb808e1601dc412f8
出典メモuspto-grants-2012_11