반응 #84894

반응 방정식

methyl 2,2,2-trichloroethaneimidoate

4-nitrobenzene-1,2-diamine

water

ethyl acetate

→

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

용매

acetic acid

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   기타After phase separation
3. 3
   추출the aqueous phase was extracted twice with ethyl acetate
4. 4
   세척The 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
   건조dried (sodium sulphate)
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure
8. 8
   기타dried
9. 9
   기타The crude product was triturated with pentane
10. 10
    workup.WAITleft
11. 11
    workup.WAITto stand overnight
12. 12
    여과The solid was then filtered off
13. 13
    세척washed with pentane
14. 14
    기타dried under reduced pressure

실험 절차

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)

출처