2(1H)-Quinoxalinone → 6-Bromo-1,2-dihydroquinoxalin-2-one

HRID 1020732Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1020732
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]1=[O:11].[Br:12]Br>S(=O)(=O)(O)O.C(Cl)(Cl)(Cl)Cl.S([O-])([O-])(=O)=O.[Ag+2]>[Br:12][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[NH:1][C:2](=[O:11])[CH:3]=[N:4]2

Komponenten

6

Edukt 2

HCID 145262(1H)-QuinoxalinoneHCID 24408Bromine

Produkt 1

HCID 126863946-Bromo-1,2-dihydroquinoxalin-2-oneAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418844HCID 178418844, VerbindungKatalysatorHCID 1118Sulfuric AcidLösungsmittelHCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The quinoxalin-2(1H)-one (14.6 g, 0.1 mol, Aldrich, cat. no. 260517) and silver sulphate (15.6 g, 0.05 mol) were dissolved in conc. Sulfuric acid (100 ml) at 20° C. Bromine (5.2 ml, 0.1 mol) was added and the reaction mixture was stirred vigorously for 24 hours. The reaction mass was then diluted with carbon tetrachloride (100 mL), and this was heated at 50° C. The reaction mass was then filtered and the filtrate was poured into ice cold water and stirred for 30 minutes to obtain a precipitate. The precipitate was filtered and the solid material was dried in vacuo to afford the title product (9.0 g, 40%).

Aufarbeitung

  1. filtrationThe reaction mass was then filtered
  2. additionthe filtrate was poured into ice cold water
  3. stirringstirred for 30 minutes
  4. customto obtain a precipitate
  5. filtrationThe precipitate was filtered
  6. customthe solid material was dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-aee6e2da2807442db7911757998664ff
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08716473B2

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