General procedure for the synthesis of 2-chloro-4,5-diaminotrifluoromethylbenzene from 5-chloro-2-nitro-4-(trifluoromethyl)aniline: 5-chloro-2-nitro-4-(trifluoromethyl)aniline (2 g, 8.31 mmol) was dissolved in a solvent mixture of EtOH:H2O (5:1, 10 mL) at room temperature. Subsequently, SnCl2 (4.73 g, 24.9 mmol) was added to the solution. The reaction mixture was stirred at 80°C for 3 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated under reduced pressure to afford 4-chloro-5-(trifluoromethyl)benzene-1,2-diamine as a yellow semi-solid product. Yield: 1.7 g, 97% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 6.95 (s,1H), 6.88 (s,1H), 4.68-5.08 (bs,4H). Mass spectrometry (ESI-) analysis showed m/z 209.15 [M-H]-.
