Acetonitrile → 7-(2-Chloroethoxy)-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione
Reaktionsgleichung
[CH2:1]([N:3]1[C:9](=[O:10])[C:8]([CH3:12])([CH3:11])[C:7](=[O:13])[N:6]([CH3:14])[C:5]2[CH:15]=[C:16]([OH:19])[CH:17]=[CH:18][C:4]1=2)[CH3:2].C(=O)([O-])[O-].[K+].[K+].C(#N)C.Br[CH2:30][CH2:31][Cl:32]>O>[Cl:32][CH2:31][CH2:30][O:19][C:16]1[CH:17]=[CH:18][C:4]2[N:3]([CH2:1][CH3:2])[C:9](=[O:10])[C:8]([CH3:12])([CH3:11])[C:7](=[O:13])[N:6]([CH3:14])[C:5]=2[CH:15]=1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
1-Ethyl-7-hydroxy-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione(1.2 g) and potassium carbonate(0.95 g) were added to 50% hydrous acetonitrile(24 ml). The mixture was heated to 70° C. to be dissolved. 1-Bromo-2-chloroethane(1.9 ml) was added, and the mixture was heated under reflux for 7 hours. The reaction mixture was cooled to room temperature. Water was added thereto, followed by extraction by ethyl acetate. The organic layer was dried by sodium sulfate, and condensed under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=2:1→1:1). The purified product was condensed to dryness under reduced pressure to give the title compound(1.4 g) as a colorless oily matter.
Aufarbeitung
- dissolutionto be dissolved
- temperaturethe mixture was heated
- temperatureunder reflux for 7 hours
- temperatureThe reaction mixture was cooled to room temperature
- extractionfollowed by extraction by ethyl acetate
- dry with materialThe organic layer was dried by sodium sulfate, and condensed under reduced pressure
- customThe residue was purified by silica gel column chromatography (hexane: ethyl acetate=2:1→1:1)
- customcondensed to dryness under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-02177e1d2eaa4c1cab9f63bd0555a909
- Quelldatensatz
- uspto-grants-2015_12
- Patentnummer
- US09212187B2
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