반응 #1244271

반응 방정식

alkyne

2-Bromo-N-(prop-2-ynyl)acetamide

2-nitroimidazole

2-Nitro-1-(prop-2-ynyl)-1H-imidazole

K2CO3

→

white solid

수율 18.0%

2-(2-Nitro-1H-imidazol-1-yl)-N-(prop-2-ynyl)acetamide

수율 18.0%

용매

DMF

water

반응 조건

후처리

1. 1
   여과the resultant precipitate (1.2 g) was filtered off
2. 2
   세척washed with water (2×40 mL)
3. 3
   추출The aqueous layer was extracted into EtOAc
4. 4
   농축The organic layer was concentrated to dryness
5. 5
   기타The material was purified on a silica gel cartridge

실험 절차

To a round bottom flask was added alkyne 18 (1.56 g, 8.84 mmol), 2-nitroimidazole 10 (1 g, 8.84 mmol) and K2CO3 (1.22 g, 8.84 mmol) in DMF (10 mL). The reaction was stirred overnight. The reaction was diluted with water (100 mL) and the resultant precipitate (1.2 g) was filtered off and washed with water (2×40 mL). The aqueous layer was extracted into EtOAc. The organic layer was concentrated to dryness and combined with the precipitate. The material was purified on a silica gel cartridge using EtOAc:Hex as the eluent to afford a 19 white solid (324 mg, 18%). Mass Spec (lo-res): Calc'd for C8H8N4O3: 208.06; found: 209.10 (M+H).

출처