Ethyl iodoacetate → HCID 19958587, Verbindung

HRID 373768Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 373768
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[CH:6]=[N:5]2.I[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:7](=[O:13])[CH:6]=[N:5]2

Komponenten

4

Edukt 2

HCID 12183Ethyl iodoacetateHCID 144236366,7-Dichloroquinoxalin-2(1H)-one

Produkt 1

HCID 19958587HCID 19958587, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere Na (0.25 g, 11 mmol) was dissolved in 100 ml of abs. ethanol and 6,7-dichloroquinoxalin-2(1H)-one (2.15 g, 10 mmol) (Liebigs Ann. Chem., (1982), 754) was added. The mixture was refluxed for 30 min., cooled to room temperature, and ethyl iodoacetate (1.43 ml, 12 mmol) was added. The clear reaction mixture was refluxed for 2 h during which time a precipitate was formed. This was filtered off, washed with abs. ethanol and dried to afford 2.56 g (85%) of 6,7-dichloro-1-ethoxycarbonylmethylquinoxalin-2(1H)-one. 1H-NMR (DMSO-d6):δ1.23 (t, 3H), 4.20 (q, 2H), 5.08 (s, 2H), 8.05 (s, 1H), 8.17 (s, 1H), 8.38 (s, 1H).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 30 min.
  2. temperatureThe clear reaction mixture was refluxed for 2 h during which time a precipitate
  3. customwas formed
  4. filtrationThis was filtered off
  5. washwashed with abs
  6. dry with materialethanol and dried

Quellen und Nachweise

ORD-Eintrag
ord-f8d086ae913e4bd7b81399eccba134ce
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166155

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