Reaktion #647063

Reaktionsgleichung

4-fluoro-2-(2-fluoro-6-methoxyphenoxy)-1-nitrobenzene

sodium methoxide

water

→

2-(2-fluoro-6-methoxyphenoxy)-4-methoxy-1-nitrobenzene

Ausbeute 70.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas extracted with ethyl acetate (3×20 ml)
2. 2
   WaschenThe combined organic layer was washed with water, brine
3. 3
   Trocknendried (Na2SO4)
4. 4
   EinengenThe solution was concentrated under reduced pressure

Vorschrift

A mixture of 4-fluoro-2-(2-fluoro-6-methoxyphenoxy)-1-nitrobenzene (1.33 g, 5 mmol) and sodium methoxide (035 g, 6 mmol) in DMF (10 ml) was heated at 80° C. for 2 h. The mixture was poured into water and was extracted with ethyl acetate (3×20 ml). The combined organic layer was washed with water, brine and dried (Na2SO4). The solution was concentrated under reduced pressure to obtain 2-(2-fluoro-6-methoxyphenoxy)-4-methoxy-1-nitrobenzene (1.02 g, 70%). This compound was reduced to 2-(2-fluoro-6-methoxyphenoxy)-4-methoxyaniline (0.62 g, 73%) following the general procedure C. N-[2-(2-Fluoro-6-methoxyphenoxy)-4-methoxyphenyl]-N′-(thiazol-2-yl)urea (136 mg, 70%) was prepared from 2-(2-methoxy-6-fluorophenoxy)-4-methoxyaniline (132 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Quelle