Hydrochloric Acid → 4-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)-phenylamine

HRID 1432538

Reaktionsgleichung

Reaktionsgleichung von HRID 1432538
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[CH:4][CH:3]=1.Cl.[CH3:11][NH:12][CH2:13][CH2:14][NH2:15]>CO>[CH3:11][N:12]1[CH2:13][CH2:14][N:15]=[C:6]1[C:5]1[CH:8]=[CH:9][C:2]([NH2:1])=[CH:3][CH:4]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8014N-MethylethylenediamineHCID 133964-Aminobenzonitrile

Produkt 1

HCID 227288764-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)-phenylamineAusbeute 49,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-aminobenzonitrile (5.1 g, 43 mmol) in dry methanol (60 mL) at 0° C., hydrogen chloride gas was bubbled through until saturation was reached. The mixture was then stirred at room temperature overnight. It was concentrated in vacuo. The residue was dissolved in dry methanol (60 mL). To the solution, N-methyl ethylenediamine (19 mL, 216 mmol) was added. The mixture was then heated to reflux for 3 h. After being cooled in fridge overnight, the precipitated product was collected by filtration, then was dried on vacuum to give white solids (3.7 g). MS 176.0 (M+H).

Aufarbeitung

  1. concentrationIt was concentrated in vacuo
  2. dissolutionThe residue was dissolved in dry methanol (60 mL)
  3. temperatureThe mixture was then heated
  4. temperatureto reflux for 3 h
  5. temperatureAfter being cooled in fridge overnight
  6. filtrationthe precipitated product was collected by filtration
  7. customwas dried on vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3a4b59b235d44c52afc14410ee8fee29
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612089B2

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