Pentafluoropropionic acid → HCID 178509650, Verbindung

HRID 1938619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1938619
[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) 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).

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-396e1a5b0ba24a44b91fdf56cedbdb22
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05693633

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