N-Methylbenzylamine → 6-[3-(N-methyl-N-benzylamino)-2-hydroxypropoxy]carbostyril

HRID 344808Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 344808
Cl[CH2:2][CH:3]([OH:17])[CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH:10]=[CH:9]2.[CH3:18][NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[CH3:18][N:19]([CH2:2][CH:3]([OH:17])[CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH:10]=[CH:9]2)[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 7669N-MethylbenzylamineHCID 200954426-(3-Chloro-2-hydroxypropoxy)carbostyril

Produkt 1

HCID 103597756-[3-(N-methyl-N-benzylamino)-2-hydroxypropoxy]carbostyrilAusbeute 37,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 6-(3-chloro-2-hydroxypropoxy)carbostyril (5.05 g) and N-methylbenzylamine (6.0 g) in dimethylformamide (50 ml) is heated with stirring at 50°-60° C. for 5 hours. The solvent is distilled off under reduced pressure and the resulting residue is purified by silica gel column chromatography (solvent; methanol:chloroform =1:100-1:25) and recrystallized from ethanol to give 6-[3-(N-methyl-N-benzylamino)-2-hydroxypropoxy]carbostyril (2.5 g), as white powder, m.p. 129°-132° C.

Aufarbeitung

  1. distillationThe solvent is distilled off under reduced pressure
  2. customthe resulting residue is purified by silica gel column chromatography (solvent; methanol:chloroform =1:100-1:25)
  3. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a1bd6dbc523a41d79c3e629a6f075625
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05053514

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