Benzene, 1-chloro-3-isocyanato- → N-(3-Chlorophenyl)-N'-(1,3-dimethyl-4-oxoimidazolidin-2-ylidene)urea

HRID 2398580

Reaktionsgleichung

Reaktionsgleichung von HRID 2398580
[CH3:1][N:2]1[CH2:6][C:5](=[O:7])[N:4]([CH3:8])[C:3]1=[NH:9].[Cl:10][C:11]1[CH:12]=[C:13]([N:17]=[C:18]=[O:19])[CH:14]=[CH:15][CH:16]=1>O1CCCC1>[Cl:10][C:11]1[CH:12]=[C:13]([NH:17][C:18]([N:9]=[C:3]2[N:4]([CH3:8])[C:5](=[O:7])[CH2:6][N:2]2[CH3:1])=[O:19])[CH:14]=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 17968Benzene, 1-chloro-3-isocyanato-HCID 140604272-Imino-1,3-dimethylimidazolidin-4-one

Produkt 1

HCID 54371002N-(3-Chlorophenyl)-N'-(1,3-dimethyl-4-oxoimidazolidin-2-ylidene)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, 7.85 g (0.050 mole) of 3-chlorophenylisocyanate and 75 ml of dry tetrahydrofuran is stirred at room temperature for four hours. The solution is evaporated in vacuo and the residue is crystallized from acetonitrile. Two recrystallizations from acetonitrile - ether gives pure product, 1-(3-chlorophenyl)-3-(1,3-dimethyl-4-oxo-2-imidazolidinylidene)urea, m.p. 134°-137° C.

Aufarbeitung

  1. customThe solution is evaporated in vacuo
  2. customthe residue is crystallized from acetonitrile
  3. customTwo recrystallizations from acetonitrile - ether

Quellen und Nachweise

ORD-Eintrag
ord-fc23527607c04377a272ee457c95ad26
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04025517

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