反応 #84894

反応方程式

methyl 2,2,2-trichloroethaneimidoate

4-nitrobenzene-1,2-diamine

water

ethyl acetate

→

6-Nitro-2-(trichloromethyl)-1H-benzimidazole

溶媒

acetic acid

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   その他After phase separation
3. 3
   抽出the aqueous phase was extracted twice with ethyl acetate
4. 4
   洗浄The combined organic phases were washed twice with in each case 130 ml of saturated aqueous sodium bicarbonate solution and once with saturated aqueous sodium chloride solution
5. 5
   乾燥dried (sodium sulphate)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure
8. 8
   その他dried
9. 9
   その他The crude product was triturated with pentane
10. 10
    workup.WAITleft
11. 11
    workup.WAITto stand overnight
12. 12
    ろ過The solid was then filtered off
13. 13
    洗浄washed with pentane
14. 14
    その他dried under reduced pressure

実験手順

At 0° C., 6.3 g (35.9 mmol, 1.1 eq.) of methyl 2,2,2-trichloroethaneimidoate were added dropwise to a solution of 5.0 g (32.7 mmol) of 4-nitrobenzene-1,2-diamine in 150 ml of glacial acetic acid. The reaction mixture was stirred at RT for 3 h and then added to 400 ml of water, and 300 ml of ethyl acetate were added. After phase separation, the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were washed twice with in each case 130 ml of saturated aqueous sodium bicarbonate solution and once with saturated aqueous sodium chloride solution, dried (sodium sulphate), filtered and concentrated under reduced pressure and dried. The crude product was triturated with pentane and left to stand overnight. The solid was then filtered off, washed with pentane and dried under reduced pressure. Yield: 10.1 g (purity 77%, 85% of theory)

出典