HCID 21468845, Verbindung → HCID 178442273, Verbindung

HRID 976610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 976610
[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]>C(O)C>[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:4]([CH2:3][CH2:2][CH2:7][CH2:6][CH3:5])=[N:1][C:2]=2[CH:3]=1)#[N:12]

Komponenten

3

Edukt 1

HCID 21468845HCID 21468845, Verbindung

Produkt 1

HCID 178442273HCID 178442273, VerbindungAusbeute 160,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-(3,4-Diaminophenyl)benzonitrile (4.3 mmoles, 0.9 g) and ethyl hexanoamidate hydrochloride were dissolved in 20 ml ethanol and stirred for 2.5 hours. The solvent was removed in wacuo. The residue was dissolved in ethyl acetate and washed with water, saturated NaHCO3 and brine. The organic phase was dried and concentrated. The residue was chromatographed on silica gel eluted with 1:1 ethylacetate/hexane to yield 1.0 g of 5-(2-Cyanophenyl)-2-pentyl-1H-benzimidazole.

Aufarbeitung

  1. customThe solvent was removed in wacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water, saturated NaHCO3 and brine
  4. customThe organic phase was dried
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel
  7. washeluted with 1:1 ethylacetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-b92ee3baa55d4fc488367f2fae8d6580
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05612360

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