Pentafluoropropionic acid → HCID 178509650, Verbindung

HRID 743898Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 743898
[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]

Komponenten

3

Edukt 2

HCID 62356Pentafluoropropionic acidHCID 21468845HCID 21468845, Verbindung

Produkt 1

HCID 178509650HCID 178509650, Verbindung

Reaktionsbedingungen

Temperatur
115 °C

Versuchsvorschrift

2-(3,4-Diaminophenyl)benzonitrile (9.6 mmoles, 2.0 g) was dissolved in 40 ml 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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-c148621674b240868656d3f985f899a9
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05556981

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