反応 #169687

反応方程式

2-chlorobenzimidazole

4-nitroaniline

→

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

収率 24.0%

溶媒

ethyl acetate

NMP

反応条件

後処理

1. 1
   温度After this time, the reaction mixture was cooled to ambient temperature
2. 2
   洗浄washed with water (750 mL)
3. 3
   抽出The aqueous layer was extracted with ethyl acetate (750 mL)
4. 4
   洗浄the combined organic extracts were washed with water (3×750 mL)
5. 5
   乾燥brine (750 mL), dried over sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮the filtrate was concentrated under reduced pressure
8. 8
   その他The residue obtained
9. 9
   その他was triturated with 1:1 ethyl acetate/heptane (200 mL)
10. 10
    その他the solid that formed
11. 11
    ろ過was collected by filtration

実験手順

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.

出典