Réaction #1098646

Équation de réaction

alkyne

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

2-nitroimidazole

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

K2CO3

→

white solid

Rendement 18.0%

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

Rendement 18.0%

Solvants

DMF

water

Conditions de réaction

Traitement

1. 1
   Filtrationthe resultant precipitate (1.2 g) was filtered off
2. 2
   Lavagewashed with water (2×40 mL)
3. 3
   ExtractionThe aqueous layer was extracted into EtOAc
4. 4
   ConcentrationThe organic layer was concentrated to dryness
5. 5
   AutreThe material was purified on a silica gel cartridge

Mode opératoire

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).

Source