2-(Methylamino)ethanol → N-(2-methoxycarbonylphenyl)-N'-methyl-N'-(2-hydroxyethyl)urea

HRID 236621

Reaktionsgleichung

Reaktionsgleichung von HRID 236621
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]=[C:12]=[O:13])=[O:4].[CH3:14][NH:15][CH2:16][CH2:17][OH:18]>C(OCC)(=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12]([N:15]([CH3:14])[CH2:16][CH2:17][OH:18])=[O:13])=[O:4]

Komponenten

4

Edukt 2

HCID 80162-(Methylamino)ethanolHCID 519494Methyl 2-isocyanatobenzoate

Produkt 1

HCID 20216296N-(2-methoxycarbonylphenyl)-N'-methyl-N'-(2-hydroxyethyl)ureaAusbeute 72,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 2-methoxycarbonyl phenylisocyanate (21.7 g) in ethyl acetate (116 g) is added dropwise to N-methylethanolamine (22.5 g), the mixture being stirred and cooled to keep the temperature below 36° C. The upper layer of the resulting mixture is separated and distilled at 60° C. under reduced pressure to remove ethyl acetate. The white solid residue remaining is triturated with ether, filtered, washed with ether and then dried in air to give N-(2-methoxycarbonylphenyl)-N'-methyl-N'-(2-hydroxyethyl)urea (22.4 g), m.pt. 90° C.

Aufarbeitung

  1. temperaturecooled
  2. customthe temperature below 36° C
  3. customThe upper layer of the resulting mixture is separated
  4. distillationdistilled at 60° C. under reduced pressure
  5. customto remove ethyl acetate
  6. customThe white solid residue remaining is triturated with ether
  7. filtrationfiltered
  8. washwashed with ether
  9. customdried in air

Quellen und Nachweise

ORD-Eintrag
ord-dbec6eb0f4ab429e85821da29e801d71
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04645818

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