Triethylamine → 4-Chloro-benzoic acid N'-(4-amino-3-nitro-benzoyl)-hydrazide

Participants

Reaction Steps

To 4-Chloro-benzoic acid hydrazide (5.0 g, 29 mmol) and 4-Amino-3-nitro-benzoic acid (5.3 g, 29 mmol) in DMF (100 mL) was added HOBT (3.9 g, 29 mmol), and EDCI (5.5 g, 29 mmol), followed by triethylamine (12.1 mL, 87 mmol). The mixture was stirred at ambient temperature for 18 hours. Water (50 mL) was added to the reaction mixture. The precipitate was collected by filtration, washed with water, and dried under vacuum to provide the title compound as a yellow solid. 1H NMR (DMSO-d6, 400 MHz) δ ppm 7.08 (d, J=8.97 Hz, 1H) 7.61 (m, 2H) 7.82-7.97 (m, 5H) 8.66 (d, J=2.15 Hz, 1H) 10.52 (s, 1H) 10.57 (s, 1H; (M+H)+=335.0

Provenance & Evidence