[4-(Morpholin-4-ylmethyl)phenyl]methanamine → Ethyl 5-(4-chlorophenyl)-2-[4-(morpholinomethyl)phenyl]imidazole-4-carboxylate

HRID 1595376

Reaktionsgleichung

Reaktionsgleichung von HRID 1595376
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][NH2:15])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23](=O)[C:24](=[N:30]O)[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19][CH:18]=1>N1C=CC=CC=1>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[NH:15][C:14]([C:11]3[CH:10]=[CH:9][C:8]([CH2:7][N:4]4[CH2:3][CH2:2][O:1][CH2:6][CH2:5]4)=[CH:13][CH:12]=3)=[N:30][C:24]=2[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19][CH:18]=1

Komponenten

4

Edukt 2

HCID 2795501[4-(Morpholin-4-ylmethyl)phenyl]methanamineHCID 178472894HCID 178472894, Verbindung

Produkt 1

HCID 178470186Ethyl 5-(4-chlorophenyl)-2-[4-(morpholinomethyl)phenyl]imidazole-4-carboxylateAusbeute 61,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

4-(Morpholinomethyl)phenylmethylamine (8 g) and ethyl 3-(4-chlorophenyl) -2-hydroxyimino-3-oxopropionate (8.26 g) were dissolved in pyridine (120 ml) and the mixture was refluxed under heating for 12 hr. The solvent was evaporated under reduced pressure and the obtained residue was subjected to silica gel column chromatography to give the objective ethyl 5-(4-chlorophenyl)-2-[4-(morpholinomethyl)phenyl]imidazole-4-carboxylate (8.46 g), melting point 183-185° C.

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 12 hr
  3. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d44807d35368431c8724c55ddde81c27
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06288061B1

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