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

HRID 1591087
ノート
印刷プレビュー

反応式

HRID 1591087 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
40 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-36771b6a566d430f822faaab95cf2f80
出典データセット
uspto-grants-1993_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05206257

反応ノート

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