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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 654008생성일: 2026년 10월 26일

Dicyclohexylcarbodiimide → 2-[N-(2,4,6-Trifluorophenyl)sulfamoyl]-acetic acid-[2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamide]

https://huagongshe.com/reaction/654008

반응식

참여 물질

역할이름HCID투입량
반응물DicyclohexylcarbodiimideHCID 10868—
반응물alpha-(Aminomethyl)-2,2-dimethyl-1,3-dioxolane-4-methanolHCID 11971028—
반응물2-[N-(2,4,6-trifluorophenyl)sulfamoyl] acetic acidHCID 15057601—
반응물HCID 178418300HCID 178418300—
용매DimethylformamideHCID 6228—
생성물2-[N-(2,4,6-Trifluorophenyl)sulfamoyl]-acetic acid-[2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamide]HCID 15057603—

반응 조건

온도-10 °C

반응 단계

1.38 g (3.16 mmol) of 2-[N-(2,4,6-trifluorophenyl)sulfamoyl] acetic acid is dissolved in 20 ml of DMF with exclusion of moisture and under argon atmosphere, 509 mg (3.16 mmol) of 2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamine and 484 mg (3.16 mmol) of hydroxybenzotriazole are added and the solution is cooled to -10° C. 652 mg (3.16 mmol) of dicyclohexylcarbodiimide is added to the cooled solution, it is stirred for one hour at -10° C and for 12 more hours at room temperature. The turbid reaction solution is then filtered and the clear filtrate is evaporated to dryness in a vacuum. The residue is dissolved in 100 ml of ethyl acetate and the solution is shaken out five times with saturated sodium bicarbonate solution and twice with water. The ethyl acetate solution is dried on sodium sulfate, filtered and evaporated to dryness. The residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/methylene chloride 8:2. The corresponding fractions together contain 0.62 g (1.42 mmol)=45% of the theoretical yield of product is obtained as an amorphous solid.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05130119
출처 데이터셋uspto-grants-1992_07
ORD IDord-1e95eb18d4f54856821b5da2abe45231
출처 메모uspto-grants-1992_07