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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2270911생성일: 2026년 10월 25일

Sodium hydride → 1-Amino-3-(4-chloro-2-fluoro-5-isopropyloxyphenyl)-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

https://huagongshe.com/reaction/2270911

반응식

참여 물질

역할이름HCID투입량
반응물Sodium hydrideHCID 24758—
반응물O-(2,4-dinitrophenyl)hydroxylamineHCID 87140—
반응물Ethyl 3-amino-4,4,4-trifluorocrotonateHCID 5702529—
반응물4-Chloro-2-fluoro-5-isopropoxyphenyl isocyanateHCID 13272924—
용매TolueneHCID 1140—
용매DimethylformamideHCID 6228—
생성물1-Amino-3-(4-chloro-2-fluoro-5-isopropyloxyphenyl)-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 18402921—

반응 단계

A suspension of sodium hydride (1.0 g, 60% in oil) in N,N-dimethylformamide (30 ml) was stirred at 0° C. under nitrogen while a solution of ethyl 3-amino-4,4,4-trifluorocrotonate (4.5 g) in N,N-dimethylformamide (20 ml) was added dropwise. After stirring for 15 minutes, a solution of 4-chloro-2-fluoro-5-isopropyloxyphenylisocyanate (5.6 g) in toluene (25 ml) was added slowly at −35° C. The solution was stirred at room temperature for 2 hours and treated with a solution of 2,4-dinitrophenoxyamine (5.8 g) in N,N-dimethylformamide (20 ml). Stirring was continued for 3 days. The solution was processed and gave a solid which was chromatographed on silica gel eluting with ethyl acetate:hexane, 1:5, containing 0.1% of triethylamine. 1-Amino-3-(4-chloro-2-fluoro-5-isopropyloxyphenyl)-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione was obtained as a white solid (5.3 g).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US06333296B1
출처 데이터셋uspto-grants-2001_12
ORD IDord-0c480d05451c425ead4bd6f99d6f0b3b
출처 메모uspto-grants-2001_12