Benzil → 5,8-Dibromo-2,3-diphenylquinoxaline

HRID 2253255

Reaktionsgleichung

Reaktionsgleichung von HRID 2253255
[Br:1][C:2]1[C:3]([NH2:10])=[C:4]([NH2:9])[C:5]([Br:8])=[CH:6][CH:7]=1.[C:11]1([C:17]([C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=O)=O)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[C:4]2[C:3]=1[N:10]=[C:17]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[N:9]2

Komponenten

5

Edukt 3

HCID 8651BenzilHCID 517045Sodium AcetateHCID 118215323,6-Dibromobenzene-1,2-diamine

Produkt 1

HCID 224759015,8-Dibromo-2,3-diphenylquinoxaline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 5.3 g (20 mmol) of 3,6-dibromo-1,2-phenylenediamine 1, 4 g (19 mmol) of benzil 2b, 4.2 g of sodium acetate and 150 ml of glacial acetic acid were refluxed for 4 hours. The precipitate was filtered off, washed with 100 ml of water and recrystallized twice from dioxane. Drying under reduced pressure at 50° C. gave the pure product in the form of colorless crystals, which according to HPLC had a purity of about 99.5%. The yield was 6.45 g (73%).

Aufarbeitung

  1. filtrationThe precipitate was filtered off
  2. washwashed with 100 ml of water
  3. customrecrystallized twice from dioxane
  4. customDrying under reduced pressure at 50° C.
  5. customgave the pure product in the form of colorless crystals, which

Quellen und Nachweise

ORD-Eintrag
ord-d2b26941111d424eadb4ed323447c7db
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07323533B2

Verknüpfte Notizen

Wird geladen…