Pentafluoropropionic acid → HCID 178509650、化合物

HRID 1938619ノート

反応式

HRID 1938619 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[C:11]#[N:12])[CH:5]=[CH:6][C:7]=1[NH2:8].[F:17][C:18]([F:26])([F:25])[C:19]([F:24])([F:23])[C:20](O)=O>>[C:11]([C:10]1[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=1[C:4]1[CH:5]=[CH:6][C:7]2[NH:8][C:20]([C:19]([F:24])([F:23])[C:18]([F:26])([F:25])[F:17])=[N:1][C:2]=2[CH:3]=1)#[N:12]

参加物

3

反応物 2

HCID 62356Pentafluoropropionic acidHCID 21468845HCID 21468845、化合物

生成物 1

HCID 178509650HCID 178509650、化合物

反応条件

温度
115 °C

実験手順

2-(3,4-Diaminophenyl)benzonitrile (9.6 mmoles, 2.0 g) 10 was dissolved in 40 mi of pentafluoropropionic acid and heated at 115° C. for 20 hours. After cooling, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate. The ethyl acetate solution was added slowly to saturated sodium bicarbonate. The intermediate was extracted with ethyl acetate, washed with brine, dried over sodium sulfate and concentrated. The residue was chromatographed over silica gel eluted with 25% ethyl acetate in hexane to yield 1.1 g of 5-(2-cyanophenyl)-2-pentafluoroethyl-1H-benzimidazole. (MS).

後処理

  1. temperatureAfter cooling
  2. customthe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. additionThe ethyl acetate solution was added slowly to saturated sodium bicarbonate
  5. extractionThe intermediate was extracted with ethyl acetate
  6. washwashed with brine
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. customThe residue was chromatographed over silica gel
  10. washeluted with 25% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-396e1a5b0ba24a44b91fdf56cedbdb22
出典データセット
uspto-grants-1997_12
特許番号
US05693633

反応ノート

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