تفاعل #3030

ord-c7f13666e73841749111f9cf0068f690

معادلة التفاعل

Nc1ccc([N+](=O)[O-])cc1C(F)(F)F
2-Trifluoromethyl-4-nitro-benzeneamine
Nc1cccc(C(F)(F)F)c1
3-trifluoromethylbenzeneamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=N[O-].[Na+]
sodium nitrite
Nc1ccc(N=Nc2ccc([N+](=O)[O-])c(C(F)(F)F)c2)cc1
4-(3'-trifluoromethyl-4'-nitrophenyl)azobenzeneamine

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05731405uspto-grants-1998_03