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HRID 36854Erstellt: 24. Oktober 2026

Sodium Bicarbonate → 5-{3-[N-(4-Methylphenethyl)-N-methylamino]propionyl}-10,11-dihydrodibenzo [b,e][1,4]diazepin-11-one

https://huagongshe.com/de/reaction/36854

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt4-Methylphenethyl bromideHCID 570680—
Edukt5,10-Dihydro-5-[3-(methylamino)-1-oxopropyl]-11H-dibenzo[b,e][1,4]diazepin-11-oneHCID 20802897—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-{3-[N-(4-Methylphenethyl)-N-methylamino]propionyl}-10,11-dihydrodibenzo [b,e][1,4]diazepin-11-oneHCID 53993990—

Reaktionsschritte

A mixture of 5-(3-methylaminopropionyl)-10,11-dihydrodibenzo [b,e][1,4]diazepin-11-one (0.20 g) (J. Med. Chem., 1963, 6, 255), 4-methylphenethyl bromide (0.14 g) and sodium hydrogen carbonate (60 mg) in acetonitrile (20 ml) was heated under reflux for 16 hours and evaporated. The residue was partitioned between water and dichloromethane and the organic layer washed with brine, dried over MgSO4 and evaporated. The residue was purified by chromatography on silica using dichloromethane plus 0-20% methanol as eluant. Appropriate fractions were combined and evaporated and the residue crystallised from ether to give the title compound as a colourless solid, 60 mg (21%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05418229
Quelldatensatzuspto-grants-1995_05
ORD IDord-f317d4907b7246d2bd8a17afb1447994
Quellennotizuspto-grants-1995_05