Ethyl chloroacetate → 1-(3-Iodophenyl)-2,4-imidazolidinedione

HRID 857103Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857103
[I:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[H-].[Na+].Cl[CH2:15][C:16](OCC)=[O:17]>CN(C=O)C>[I:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:15][C:16](=[O:17])[NH:11][C:9]2=[O:10])[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 7751Ethyl chloroacetateHCID 24758Sodium hydrideHCID 21867173(3-iodophenyl)urea

Produkt 1

HCID 218671771-(3-Iodophenyl)-2,4-imidazolidinedione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3-iodophenylurea (2.1 g) in DMF (20 ml) was treated with sodium hydride (60% oil dispersion; 640 mg), followed by ethyl chloroacetate (0.93 ml) and the mixture was stirred for 5 h. The mixture was partitioned between EtOAc and 2M HCl and the organic solution was washed with NaHCO3, brine, dried and evaporated to dryness to give the title compound (2.08 g) ES+ve 303(MH)+.

Aufarbeitung

  1. customThe mixture was partitioned between EtOAc and 2M HCl
  2. washthe organic solution was washed with NaHCO3, brine
  3. customdried
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b5db57e3fd204cacb9fdda816d0786a8
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144908B2

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