Synthesis
General procedure for the synthesis of 3-chloro-5-nitroaniline from 1-chloro-3,5-dinitrobenzene: 1-chloro-3,5-dinitrobenzene (0.50 g, 2.47 mmol) was dissolved in a mixed solvent of 6 mL of ethanol and 3 mL of 20% aqueous ammonium sulphide, and the reaction was carried out at reflux for 1 hour. After completion of the reaction, diluted by adding appropriate amount of water, filtered to collect the solid product and dried. The product was purified by rapid chromatography on silica gel column using 10% acetone-petroleum ether mixed solvent as eluent, and finally 3-chloro-5-nitroaniline (0.36 g, 84% yield) was obtained as an orange powder.
References
[1] Patent: US6353013, 2002, B1. Location in patent: Page column 28
[2] Patent: US2011/130415, 2011, A1. Location in patent: Page/Page column 65
[3] Patent: WO2015/25197, 2015, A1. Location in patent: Paragraph 00070
[4] Journal of the Chemical Society, 1905, vol. 87, p. 1265
[5] Bulletin de la Societe Chimique de France, 1938, vol. <5> 5, p. 1441,1444
