Reaktion #169687

Reaktionsgleichung

2-chlorobenzimidazole

4-nitroaniline

→

N-(4-nitrophenyl)-1H-benzimidazol-2-amine

Ausbeute 24.0%

Lösungsmittel

ethyl acetate

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter this time, the reaction mixture was cooled to ambient temperature
2. 2
   Waschenwashed with water (750 mL)
3. 3
   ExtraktionThe aqueous layer was extracted with ethyl acetate (750 mL)
4. 4
   Waschenthe combined organic extracts were washed with water (3×750 mL)
5. 5
   Trocknenbrine (750 mL), dried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenthe filtrate was concentrated under reduced pressure
8. 8
   SonstigeThe residue obtained
9. 9
   Sonstigewas triturated with 1:1 ethyl acetate/heptane (200 mL)
10. 10
    Sonstigethe solid that formed
11. 11
    Filtrationwas collected by filtration

Vorschrift

A mixture of 2-chlorobenzimidazole (10.0 g) and 4-nitroaniline (9.05 g) in NMP (130 mL) was stirred at 120° C. for 3 days. After this time, the reaction mixture was cooled to ambient temperature, diluted with ethyl acetate (750 mL) and washed with water (750 mL). The aqueous layer was extracted with ethyl acetate (750 mL) and the combined organic extracts were washed with water (3×750 mL) then brine (750 mL), dried over sodium sulfate, and filtered and the filtrate was concentrated under reduced pressure. The residue obtained was triturated with 1:1 ethyl acetate/heptane (200 mL) and the solid that formed was collected by filtration to afford N-(4-nitrophenyl)-1H-benzimidazol-2-amine (4.00 g) as an orange solid.

Quelle