Ethyl Acetate → HCID 15291316, Verbindung

HRID 1654483Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1654483
Cl[C:2]1[N:6]([CH:7]([CH3:9])[CH3:8])[C:5]2[CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[C:12]([Cl:14])=[CH:13][C:4]=2[N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(OCC)(=O)C>C1(C)C=CC=CC=1>[Cl:14][C:12]1[C:11]([N+:15]([O-:17])=[O:16])=[CH:10][C:5]2[N:6]([CH:7]([CH3:9])[CH3:8])[C:2]([N:22]3[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]3)=[N:3][C:4]=2[CH:13]=1

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 531671-MethylpiperazineHCID 20078042HCID 20078042, Verbindung

Produkt 1

HCID 15291316HCID 15291316, VerbindungAusbeute 84,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

2,5-Dichloro-1-isopropyl-6-nitrobenzimidazole (4.6 g) was suspended in toluene (31 ml) and to the suspension was added dropwise N-methylpiperazine (8.4 g) and then the mixture was refluxed for 30 minutes. To the reaction solution was added ethyl acetate and the mixture was washed with water and then extracted with 2N hydrochloric acid. The water layer was separated and made basic with an aqueous sodium hydroxide solution and then extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate and then the solvent was distilled off under reduced pressure to give 5-chloro-1-isopropyl-2-(4-methyl-1-piperazinyl)-6-nitrobenzimidazole (4.8 g). A part of the obtained product was recrystallized from acetonitrile, which showed the physical properties consistent with those in Preparation 8.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 30 minutes
  2. washthe mixture was washed with water
  3. extractionextracted with 2N hydrochloric acid
  4. customThe water layer was separated
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bae5fce7ebe4445f882e8bb7df32a212
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05407936

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