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Water → 7-(Cyclohexyloxy)-4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole

HRID 1974347
ノート
印刷プレビュー

反応式

HRID 1974347 の反応式
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[K].Cl[C:10]1[C:18]2[NH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[N:15][C:14]=2[C:13]([N+:23]([O-:25])=[O:24])=[CH:12][C:11]=1[N+:26]([O-:28])=[O:27].O>CN(C)P(=O)(N(C)C)N(C)C>[CH:1]1([O:7][C:10]2[C:18]3[NH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[N:15][C:14]=3[C:13]([N+:23]([O-:25])=[O:24])=[CH:12][C:11]=2[N+:26]([O-:28])=[O:27])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 7966CyclohexanolHCID 5462222PotassiumHCID 1356775774-Chloro-5,7-dinitro-2-trifluoromethylbenzimidazole

生成物 1

HCID 214893557-(Cyclohexyloxy)-4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide
溶媒

実験手順

Cyclohexanol (5.4 grams) and potassium (1.9 grams) were reacted in 50 milliliters of dry hexamethylphosphoric triamide. When reaction had ceased, the solution was stirred and 5 grams of 4-chloro-5,7-dinitro-2-trifluoromethylbenzimidazole were added. Stirring was continued overnight. The reaction mixture was then poured into water, acidified, and extracted with ethyl acetate. The ethyl acetate was then removed by evaporation, and the residue was chromatographed on 300 milliliters of silica gel using benzene as eluant. The benzene was removed by evaporation and the crude product was recrystallized from an aliphatic hydrocarbon fraction boiling at 60°-80° C., to which there had been added a trace of benzene. The resulting 4-cyclohexyloxy-5,7-dinitro-2-trifluoromethylbenzimidazole product melted at 151°-2° C. Its identity was confirmed by NMR and by elemental analysis.

後処理

  1. customWhen reaction
  2. stirringStirring
  3. extractionextracted with ethyl acetate
  4. customThe ethyl acetate was then removed by evaporation
  5. customthe residue was chromatographed on 300 milliliters of silica gel
  6. customThe benzene was removed by evaporation
  7. customthe crude product was recrystallized from an aliphatic hydrocarbon fraction boiling at 60°-80° C., to which there
  8. additionhad been added a trace of benzene

出典と根拠

ORDレコード
ord-6e526ddb45724967a7afea5c4772a59b
出典データセット
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04000295

反応ノート

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