3-Amino-5-nitroindazole

17417-09-3

41339-17-7

General procedure for the synthesis of 3-amino-5-nitroindazole from 2-fluoro-5-nitrobenzonitrile: 2-fluoro-5-nitrobenzonitrile (1.0 g, 6.02 mmol) was dissolved in n-butanol (20 mL). Subsequently, hydrazine hydrate (420 μL, 7.22 mmol) was added to this solution. The reaction mixture was stirred at 110 °C for 2 h and then cooled to room temperature. Dichloromethane (MC) was added to the reaction mixture and the precipitate precipitated was filtered to afford the target compound in 84% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.89 (d, 1H), 8.05 (dd, 1H), 7.34 (d, 2H), 5.98 (s, 2H). The molecular weight was measured as 178.15 by mass spectrometry.