Reaktion #218962

Reaktionsgleichung

2-Aminothiazole

N-(chlorocarbonyl)isocyanate

2-phenoxyaniline

diisopropylethylamine

→

title compound

Ausbeute 55.3%

1-(2-phenoxyphenyl)-5-(thiazol-2-yl)biuret

Ausbeute 55.3%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm up to the room temperature during 30 min
2. 2
   EinengenThe reaction mixture was concentrated under reduced pressure
3. 3
   Sonstigeto afford crude product, which
4. 4
   Sonstigewas purified by silica gel chromatography (hexanes:ethyl acetate from 80:20 to 30:70)

Vorschrift

To a solution of 2-phenoxyaniline (0.46 g, 2.50 mmol) in tetrahydrofuran (20 ml) was added diisopropylethylamine (0.89 ml, 5.00 mmol) and the solution was cooled to −30° C., then N-(chlorocarbonyl)isocyanate (0.3 ml, 3.75 mmol) was slowly added. The mixture was then allowed to warm up to the room temperature during 30 min. 2-Aminothiazole (0.375 g, 3.75 mmol) was added to the reaction mixture and stirred at room temperature for 6 hours. The reaction mixture was concentrated under reduced pressure to afford crude product, which was purified by silica gel chromatography (hexanes:ethyl acetate from 80:20 to 30:70) to afford title compound (0.49 g, 55%) as pale yellow solid.

Quelle