1,1'-Carbonyldiimidazole → HCID 22717700, Verbindung

HRID 1582553

Reaktionsgleichung

Reaktionsgleichung von HRID 1582553
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:12][OH:13])=[O:11].[C:14](N1C=CN=C1)(N1C=CN=C1)=[O:15]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:14](=[O:15])[O:13][NH:12][C:10]1=[O:11]

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 42954891-(2,4-Dichlorophenyl)-3-hydroxyurea

Produkt 1

HCID 22717700HCID 22717700, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A solution of 4.2 g (19 mmol) of the compound of step A in tetrahydrofuran (20 mL) was treated with carbonyldiimidazole (3.2 g, 19 mmol). The mixture was stirred at 25° C. for 16 h. Some precipitated imidazole was filtered off and the filtrate was concentrated under reduced pressure. The residue was partitioned between 1N HCl (20 mL) and ethyl acetate (50 mL). The organic layer was dried over magnesium sulfate and concentrated to an oil which solidified to give 3.8 g of the title compound of Step B as a solid melting at 104-107° C. It was used directly for the next step without further purification.

Aufarbeitung

  1. filtrationSome precipitated imidazole was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was partitioned between 1N HCl (20 mL) and ethyl acetate (50 mL)
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated to an oil which

Quellen und Nachweise

ORD-Eintrag
ord-b6435057ee3243468fa500dc1212dba6
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06737383B1

Verknüpfte Notizen

Wird geladen…