Sodium Cyanate → 1-Isopropyl-1-(4-methoxy-phenyl)-urea

HRID 445150Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 445150
[CH:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[O-:13][C:14]#[N:15].[Na+]>C(O)(=O)C>[CH:1]([N:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)[C:14]([NH2:15])=[O:13])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 517096Sodium CyanateHCID 27594984-methoxy-N-(propan-2-yl)aniline

Produkt 1

HCID 130988041-Isopropyl-1-(4-methoxy-phenyl)-urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a solution of 4.47 g (27.1 mmol) isopropyl-(4-methoxy-phenyl)-amine in 70 ml acetic acid are added in small portions 1.72 g (25.4 mmol) sodium cyanate while keeping the temperature below 15° C. by means of an ice bath. After stirring for 2 h at room temperature the acetic acid is evaporated and the residue is taken up in dichloromethane and washed with aqueous sodium hydroxide solution (1M). The organic phase is evaporated and the crude product is purified by recrystallization from dichloromethane/hexanes to yield 1-isopropyl-1-(4-methoxy-phenyl)-urea.

Aufarbeitung

  1. customthe temperature below 15° C.
  2. customis evaporated
  3. washwashed with aqueous sodium hydroxide solution (1M)
  4. customThe organic phase is evaporated
  5. customthe crude product is purified by recrystallization from dichloromethane/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-48fca9add93343c28be773acf4447825
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476286B2

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