N,N-Dimethylethylenediamine → 2-(2-Dimethylamino-ethyl)-5-nitro-2H-isoquinolin-1-one

HRID 1037758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1037758
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[CH3:15][N:16]([CH3:20])[CH2:17][CH2:18][NH2:19]>CO>[CH3:15][N:16]([CH3:20])[CH2:17][CH2:18][N:19]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:9]1=[O:14]

Komponenten

4

Edukt 2

HCID 66053N,N-DimethylethylenediamineHCID 100127605-nitro-1H-isochromen-1-one

Produkt 1

HCID 595792672-(2-Dimethylamino-ethyl)-5-nitro-2H-isoquinolin-1-oneAusbeute 46,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Nitro-isochromen-1-one (1.0 g, 5.2 mmol) and N,N-dimethyl-1,2-ethanediamine (4 g, 40 mmol) were refluxed in methanol (40 mL) for 1.5 hours. The volatiles were removed via rotovapor and the residue was purified via flash chromatography (12 of silica gel, 0-70% EtOAc/CH2Cl2 gradient) gave 2-(2-Dimethylamino-ethyl)-5-nitro-2H-isoquinolin-1-one as a yellow solid (1.4 g, 2.4 mmol, 46%).

Aufarbeitung

  1. customThe volatiles were removed via rotovapor
  2. customthe residue was purified via flash chromatography (12 of silica gel, 0-70% EtOAc/CH2Cl2 gradient)

Quellen und Nachweise

ORD-Eintrag
ord-ad5007f8d2c24f1c87404450cb50a61b
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546579B2

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