2,6-Xylyl isocyanate → N-(1,3-Dimethyl-4-oxoimidazolidin-2-ylidene)-N'-(2,6-dimethylphenyl)urea

HRID 1576837

Reaktionsgleichung

Reaktionsgleichung von HRID 1576837
[CH3:1][N:2]1[CH2:6][C:5](=[O:7])[N:4]([CH3:8])[C:3]1=[NH:9].[CH3:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[C:12]=1[N:18]=[C:19]=[O:20]>O1CCCC1>[CH3:1][N:2]1[CH2:6][C:5](=[O:7])[N:4]([CH3:8])[C:3]1=[N:9][C:19]([NH:18][C:12]1[C:11]([CH3:10])=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:17])=[O:20]

Komponenten

4

Edukt 2

HCID 987872,6-Xylyl isocyanateHCID 140604272-Imino-1,3-dimethylimidazolidin-4-one

Produkt 1

HCID 54230876N-(1,3-Dimethyl-4-oxoimidazolidin-2-ylidene)-N'-(2,6-dimethylphenyl)urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 6.35 g (0.050 mole) of 1,3-dimethyl-2-iminoimidazolidin-4-one and 7.25 g (0.050 mole) of 2,6-dimethylphenylisocyanate in 75 ml. of dry tetrahydrofuran is stirred at room temperature for two hours followed by refluxing it for thirty minutes. The reaction mixture is evaporated in vacuo to give a solid, which is crystallized from tetrahydrofuran-ether. Two more recrystallizations from the same solvent mixture gives pure product, 1-(1,3-dimethyl-4-oxo-2-imidazolidinylidene)-3-(2,6-dimethylphenyl) urea; m.p. 115.5°-118.5°C.

Aufarbeitung

  1. temperatureby refluxing it for thirty minutes
  2. customThe reaction mixture is evaporated in vacuo
  3. customto give a solid, which
  4. customis crystallized from tetrahydrofuran-ether
  5. customTwo more recrystallizations from the same solvent mixture

Quellen und Nachweise

ORD-Eintrag
ord-12b6665c574c4cdba7d9f873b7be165b
Quelldatensatz
uspto-grants-1976_09
Patentnummer
US03983135

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