Sulfuric Acid → Methyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

HRID 1403589Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1403589
[Cl:1][C:2]1[C:3](=[O:27])[N:4](CC2C=CC(OC)=CC=2)[C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[C:7]([O:16][CH3:17])[CH:6]=2.S(=O)(=O)(O)O>>[Cl:1][C:2]1[C:3](=[O:27])[NH:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[C:7]([O:16][CH3:17])[CH:6]=2

Komponenten

3

Edukt 2

HCID 1118Sulfuric AcidHCID 70664997Methyl 3-chloro-7-methoxy-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

Produkt 1

HCID 70665121Methyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

Versuchsvorschrift

Methyl 3-chloro-7-methoxy-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (6.0 g, 15.43 mmol) was added to sulfuric acid (conc, 15 mL) in several batches with stirring at room temperature and then stirred for 10 minutes. The resulting solution was diluted with ice-water (100 mL) and extracted with ethyl acetate (3×200 mL). The organic layers were combined and dried over anhydrous magnesium sulfate and concentrated in vacuo to afford methyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a yellow solid (2.5, 60%).

Aufarbeitung

  1. stirringstirred for 10 minutes
  2. extractionextracted with ethyl acetate (3×200 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6b8f987a25734c15b1c1736f3f3a043e
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912188B2

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