反応 #1244271

反応方程式

alkyne

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

2-nitroimidazole

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

K2CO3

→

white solid

収率 18.0%

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

収率 18.0%

溶媒

DMF

water

反応条件

後処理

1. 1
   ろ過the resultant precipitate (1.2 g) was filtered off
2. 2
   洗浄washed with water (2×40 mL)
3. 3
   抽出The aqueous layer was extracted into EtOAc
4. 4
   濃縮The organic layer was concentrated to dryness
5. 5
   その他The material was purified on a silica gel cartridge

実験手順

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).

出典