Reaktion #515481

Reaktionsgleichung

4-(2-aminophenylamino)-2-chloro-2′-methylbenzophenone

Compound 156

4-(2-aminophenylamino)-2-chloro-2′-methylbenzophenone

dimethylcarbamyl chloride

potassium carbonate

water

→

title compound

3-(2-(4-(2-Methylbenzoyl)-3-chlorophenylamino)phenyl)-1,1-dimethylurea

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas extracted with ethyl acetate (3×75 ml)
2. 2
   TrocknenThe organic phase was dried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Sonstigeevaporated in vacuo
5. 5
   Sonstigeto give the crude product
6. 6
   SonstigeThe crude product was purified by flash chromatography

Vorschrift

A mixture of 4-(2-aminophenylamino)-2-chloro-2′-methylbenzophenone (Compound 156, 1.2 g, 3.5 mmol), dimethylcarbamyl chloride (0.32 ml, 3.5 mmol) and potassium carbonate (1.0 g, 7 mmol) in N,N-dimethylformamide (20 ml) was stirred at room temperature for 16 hours. The reaction mixture was poured into water (100 ml) and was extracted with ethyl acetate (3×75 ml). The organic phase was dried (MgSO4), filtered and evaporated in vacuo to give the crude product. The crude product was purified by flash chromatography by using ethyl acetate/pentane mixtures from 1:9 to 1:1. Trituration with diethyl ether/pentane 1:1 afforded the pure title compound.

Quelle