O-Phenylenediamine → methyl 2-(3-oxo-4H-quinoxalin-2-yl)acetate

HRID 2051651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2051651
[C:1]([C:7]([O:9][CH3:10])=[O:8])#[C:2][C:3](OC)=[O:4].[C:11]1([NH2:18])[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH2:17]>CO>[O:4]=[C:3]1[NH:18][C:11]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:17]=[C:2]1[CH2:1][C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 2

HCID 7243O-PhenylenediamineHCID 12980Dimethyl acetylenedicarboxylate

Produkt 1

HCID 310826methyl 2-(3-oxo-4H-quinoxalin-2-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Dimethyl acetylenedicarboxylate (31.2 g., 0.22 mol.) was added slowly to a solution of o-phenylenediamine (21.6 g., 0.2 mol.) in methanol (400 ml.). The reaction mixture was stirred at room temperature for three hours and then cooled in an ice bath. The yellow solid was collected and washed with cold methanol. The solid was recrystallized from tetrahydrofuran (27.7 g., m.p. 230-232° dec.).

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. customThe yellow solid was collected
  3. washwashed with cold methanol
  4. customThe solid was recrystallized from tetrahydrofuran (27.7 g., m.p. 230-232° dec.)

Quellen und Nachweise

ORD-Eintrag
ord-3ae0d82566484b629e6bfd15a5fd844d
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04181724

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