Reaktion #57549

Reaktionsgleichung

3-bromobenzonitrile

sulfur

ethylenediamine

→

2-(3-bromo-phenyl)-4,5-dihydro-1H-imidazole

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed overnight
2. 2
   workup.ADDITIONthen poured onto ice water, which
3. 3
   Sonstigeto precipitate as a white solid
4. 4
   SonstigeThe product was isolated by vacuum filtration
5. 5
   Sonstigedried in a vacuum oven (545 mg, 88%)

Vorschrift

To a solution of 3-bromobenzonitrile (500 mg, 2.75 mmol) in ethylenediamine (3.5 mL) was added sulfur (44 mg, 1.4 mmol). The mixture was refluxed overnight then poured onto ice water, which caused the product to precipitate as a white solid. The product was isolated by vacuum filtration and dried in a vacuum oven (545 mg, 88%). 1H-NMR (CDCl3) δ 7.93 (t, J=1.7 Hz, 1H), 7.68 (ddd, J=7.8, 1.2, 1.2 Hz, 1H), 7.56 (dddd, J=7.8, 0.9, 0.9, 0.9 Hz, 1H), 7.26 (dd, J=10.5, 8.0 Hz, 1H), 3.78 (br s, 4H).

Quelle