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Water → 5-Cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole

HRID 1591085
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HRID 1591085 반응식
[C:1]([C:3]1[NH:7][C:6]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=2[Cl:19])=[N:5][C:4]=1C(O)=O)#[N:2].O>C(O)COCCO>[C:1]([C:3]1[NH:7][C:6]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([C:15]([F:16])([F:18])[F:17])=[CH:10][C:9]=2[Cl:19])=[N:5][CH:4]=1)#[N:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 962WaterHCID 178510663HCID 178510663, 화합물

생성물 1

HCID 189476905-Cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole수율 35.1%

시약·촉매·용매 1

HCID 8117Diethylene Glycol용매

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온도
170 °C

실험 절차

A solution of 5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole-4-carboxylic acid (7.09 g, 0.02 mol) in diethyleneglycol (70 ml) was stirred and heated at 170° C. in an atmosphere of nitrogen for 36 hours. The reaction mixture was cooled to room temperature and water (150 ml) was added. The reaction mixture was extracted with ethyl acetate (2×100 ml), washed with water (50 ml), dried over anhydrous sodium sulphate and evaporated to dryness. The solid residue was purified by chromatography on silica gel eluting with a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.)(1:1) and recrystallised from a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.) to give 5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole (2.15 g) as a white solid m.p. 210°-212° C.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionThe reaction mixture was extracted with ethyl acetate (2×100 ml)
  3. washwashed with water (50 ml)
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated to dryness
  6. customThe solid residue was purified by chromatography on silica gel eluting with a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.)(1:1)
  7. customrecrystallised from a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.)

출처 및 근거

ORD 기록
ord-9a9f5781ce884cf3b0a32c3d373c3899
출처 데이터셋
uspto-grants-1993_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05206257

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