Reaktion #3030

Reaktionsgleichung

2-Trifluoromethyl-4-nitro-benzeneamine

3-trifluoromethylbenzeneamine

potassium carbonate

sodium nitrite

→

4-(3'-trifluoromethyl-4'-nitrophenyl)azobenzeneamine

Lösungsmittel

hydrochloric acid

hydrochloric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting solid was recrystallized from THF-ethanol (1:1)

Vorschrift

2-Trifluoromethyl-4-nitro-benzeneamine (4.92 g, 23.8 mmol) slurried in 5N hydrochloric acid (15.8 mL) and ice (16 g) was diazotized with 2M sodium nitrite (12.6 mL, 25 mmol) at 0°-5° C., followed by coupling with 3-trifluoromethylbenzeneamine (5.0 g, 31 mmol) in 5N hydrochloric acid (8 mL) at 0°-5° C. The mixture was stirred occasionally for 0.5 h, basified with 25 wt % aqueous potassium carbonate. The resulting solid was recrystallized from THF-ethanol (1:1) to give 4-(3'-trifluoromethyl-4'-nitrophenyl)azobenzeneamine: 1.8 g; mp 144.0°-145.5° C.

Quelle