Water → 1-(3-Iodophenyl)-1,3-dihydro-2h-imidazol-2-one

HRID 857124Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857124
CO[CH:3](OC)[CH2:4][NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([I:15])[CH:10]=1)=[O:7].O>C(O)(=O)C>[I:15][C:11]1[CH:10]=[C:9]([N:8]2[CH:3]=[CH:4][NH:5][C:6]2=[O:7])[CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 962WaterHCID 21867194N-(2,2-Dimethoxyethyl)-N'-(3-iodophenyl)urea

Produkt 1

HCID 218671801-(3-Iodophenyl)-1,3-dihydro-2h-imidazol-2-oneAusbeute 25,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

N(2,2-Dimethoxyethyl)-N′-(3-iodophenyl)urea (618 mg) was dissolved in acetic acid (10 ml) and water (1 ml) and the mixture was stirred at 20° C. for 17 h and then heated to 100° C. for 0.5 h. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate. The solution was washed with NaHCO3 solution, dried and purified by chromatography on 10 g silica Bond Elut cartridge eluting with EtOAc-petroleum ether (1:7 to 1:1) to give the title compound (130 mg) LCMS RT=2.66 min.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe solution was washed with NaHCO3 solution
  4. customdried
  5. custompurified by chromatography on 10 g silica Bond Elut cartridge
  6. washeluting with EtOAc-petroleum ether (1:7 to 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-3c02eb8592054997a1ceaf4816352414
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144908B2

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