Ethyl 2-oxopyrrolidine-1-acetate → 2-Isopropyl-1-[2-(2-oxo-1-pyrrolidineacetamido)acetyl]4-imidazolidinone

HRID 256376

Reaktionsgleichung

Reaktionsgleichung von HRID 256376
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]([O:10]CC)=O.[NH2:13][CH2:14][C:15]([N:17]1[CH2:21][C:20](=[O:22])[NH:19][CH:18]1[CH:23]([CH3:25])[CH3:24])=[O:16]>>[CH:23]([CH:18]1[NH:19][C:20](=[O:22])[CH2:21][N:17]1[C:15](=[O:16])[CH2:14][NH:13][C:8](=[O:10])[CH2:7][N:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[O:1])([CH3:25])[CH3:24]

Komponenten

3

Edukt 2

HCID 109094Ethyl 2-oxopyrrolidine-1-acetateHCID 201637441-(2-Aminoacetyl)-2-isopropyl-4-imidazolidinone

Produkt 1

HCID 540197252-Isopropyl-1-[2-(2-oxo-1-pyrrolidineacetamido)acetyl]4-imidazolidinoneAusbeute 38,8 %

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A mixture of ethyl 2-oxo-1-pyrrolidineacetate (7 g) and 1-(2-aminoacetyl)-2-isopropyl-4-imidazolidinone (4 g) was heated at 110° C. for 8 hours. After cooling the oily residue was chromatographed on a silica gel column (eluant dichloromethane/methanol 9:1). The selected fractions were collected, evaporated under vacuum and the residue was triturated with diisopropyl ether to yield 2.6 g of the title compound, m.p. 104°-106° C. Mass spectrum (E.I., 70 eV, 1.5 mA), m/z=310 (M.+), 267 (M.+ --C3H7).

Aufarbeitung

  1. temperatureAfter cooling the oily residue
  2. customwas chromatographed on a silica gel column (eluant dichloromethane/methanol 9:1)
  3. customThe selected fractions were collected
  4. customevaporated under vacuum
  5. customthe residue was triturated with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-55cfb373dc7c43acaa47dc51b9c8f6f5
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04703054

Verknüpfte Notizen

Wird geladen…