Réaction #607399

Équation de réaction

3-(4-nitrophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole

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title compound

Rendement 77.9%

4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)aniline

Rendement 77.9%

Solvants

acetic acid

water

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction was cooled to room temperature
2. 2
   Filtrationfiltered through Celite®
3. 3
   Lavagewash
4. 4
   AutreThe organic layer was separated
5. 5
   Concentrationconcentrated
6. 6
   AutrePurification by flash column chromatography

Mode opératoire

To 3-(4-nitrophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole (22.0 g, 65.8 mmol) in acetic acid (132 mL) and water (110 mL) was added iron powder. The reaction was heated to 90° C. for 18 hours. The reaction was cooled to room temperature and filtered through Celite® followed by an ethyl acetate wash. The organic layer was separated and concentrated. Purification by flash column chromatography using 0-50% ethyl acetate/petroleum ether as eluent provided the title compound as a light yellow solid (15.6 g, 74%): 1H NMR (300 MHz, CDCl3) δ 8.00 (d, J=1.0 Hz, 1H), 7.68-6.92 (m, 6H), 6.29-5.93 (m, 2H), 3.27 (bs, 2H); ESIMS m/z 305 ([M+H]+).

Source