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Hydrochloric Acid → 5-Cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)-imidazole-4-carboxamide

HRID 1591087
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HRID 1591087 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]1[NH:14][C:15]([C:20]#[N:21])=[C:16]([C:18]#[N:19])[N:17]=1.[OH-:22].[Na+].Cl>O>[C:20]([C:15]1[NH:14][C:13]([C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:9])([F:11])[F:10])=[CH:5][C:4]=2[Cl:12])=[N:17][C:16]=1[C:18]([NH2:19])=[O:22])#[N:21]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 189476852-(2,6-Dichloro-4-trifluoromethylphenyl)-4,5-dicyanoimidazole

생성물 1

HCID 1785106625-Cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)-imidazole-4-carboxamide수율 17.5%

시약·촉매·용매 1

HCID 962Water용매

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온도
40 °C

실험 절차

A mixture of 2-(2,6-dichloro-4-trifluoromethylphenyl)-4,5-dicyanoimidazole (3.31 g, 0.01 mol) and sodium hydroxide (1.0 g, 0.025 mol) in water (10 ml) was stirred and heated at 40° C. overnight. Concentrated hydrochloric acid was added to the mixture and the precipitated solid was filtered off and purified by medium pressure liquid chromatography (mplc) on silica eluted with a mixture of ethyl acetate and dichloromethane (1:1). Recrystallization of the white solid from a mixture of ethyl acetate and petroleum spirit (bp 60°-80° C.) (1:1) gave 5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)-imidazole-4-carboxamide (0.61 g), m.p. 254°-255° C., as a white solid.

후처리

  1. filtrationthe precipitated solid was filtered off
  2. custompurified by medium pressure liquid chromatography (mplc) on silica
  3. washeluted with a mixture of ethyl acetate and dichloromethane (1:1)
  4. customRecrystallization of the white solid
  5. additionfrom a mixture of ethyl acetate and petroleum spirit (bp 60°-80° C.) (1:1)

출처 및 근거

ORD 기록
ord-36771b6a566d430f822faaab95cf2f80
출처 데이터셋
uspto-grants-1993_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05206257

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