Water → 1-Ethyl-7-methoxy-5-methyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

HRID 1504210Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1504210
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[CH2:10][C:9](=[O:14])[N:8]([CH3:15])[C:7]=2[CH:16]=1.[CH2:17](I)[CH3:18].O>C(OCC)(=O)C>[CH2:17]([N:12]1[C:11](=[O:13])[CH2:10][C:9](=[O:14])[N:8]([CH3:15])[C:7]2[CH:16]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]1=2)[CH3:18]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6340IodoethaneHCID 669610818-Methoxy-1-methyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

Produkt 1

HCID 686748151-Ethyl-7-methoxy-5-methyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneAusbeute 76,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

8-Methoxy-1-methyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione (220 mg) was added to the suspension at the same temperature, and stirred at 0° C. for 1 hour. Ethyl iodide (187 mg) was added to the mixture and stirred at room temperature overnight. Water was added to the reaction mixture, and extraction with ethyl acetate was performed. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1→1:1). The purified product was concentrated to dryness under reduced pressure to give the title compound(190.2 mg) as a yellow solid.

Aufarbeitung

  1. stirringstirred at room temperature overnight
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1→1:1)
  5. concentrationThe purified product was concentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f1cb18a2488a4c4d980def2d8d83569e
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09212187B2

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