Water → 5,6-difluoro-1H-1,3-benzodiazol-2-amine

HRID 415124

Reaktionsgleichung

Reaktionsgleichung von HRID 415124
[F:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH2:9])=[CH:6][C:7]=1[F:8].O.[N:12]#[C:13]Br.C(=O)([O-])O.[Na+]>C(#N)C>[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]2[NH:9][C:13]([NH2:12])=[N:10][C:4]=2[CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 10476Cyanogen BromideHCID 516892Sodium BicarbonateHCID 27367551,2-Diamino-4,5-difluorobenzene

Produkt 1

HCID 106787085,6-difluoro-1H-1,3-benzodiazol-2-amineAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4,5-Difluorobenzene-1,2-diamine (0.651 g, 0.562 mmol, commercially available from Matrix Scientific) in acetonitrile (10 mL) and water (2 ml) at 0° C. was treated with cyanogen bromide (0.063 g, 0.6 mmol). The reaction mixture was allowed to warm to room temperature, and then stirred for 14 hours. The reaction mixture was then treated with saturated aqueous sodium hydrogen carbonate solution (50 ml) and shaken. The resulting solid was filtered off, washed with water and dried under reduced pressure to give 0.39 g of 5,6-difluoro-1H-benzo[d]imidazol-2-amine (yield, 40%). MS (EI): 186 (MH+).

Aufarbeitung

  1. stirringshaken
  2. filtrationThe resulting solid was filtered off
  3. washwashed with water
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d0e0bd4bbee149338404daac09d120bf
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088767B2

Verknüpfte Notizen

Wird geladen…