Uses
2-Amino-5-chloro-3-nitropyridine, a versatile building block, is widely used in food, health care products, cosmetics and other fields.
Synthesis
General procedure for the synthesis of 2-amino-3-nitro-5-chloropyridine from 2-amino-5-chloropyridine: 2-amino-5-chloropyridine (2.57 g, 20.0 mmol) was mixed with sulphuric acid (6.30 ml) at 25 °C, and nitric acid (0.860 ml, 21.1 mmol) was added slowly and dropwise over a period of 15 min. The reaction system was then warmed to 55°C with continuous stirring. After completion of the reaction, it was cooled to room temperature and the reaction mixture was slowly poured into ice water (60 g) and neutralized by adjusting the pH to 11 with aqueous sodium hydroxide solution. The precipitated solid product was collected by filtration, washed with deionized water and finally dried under reduced pressure at 50 °C to give 5-chloro-3-nitropyridin-2-amine (2.31 g, 67% yield, yellow solid).
References
[1] Synthetic Communications, 2012, vol. 42, # 19, p. 2791 - 2796
[2] Patent: WO2008/8398, 2008, A2. Location in patent: Page/Page column 369
[3] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[4] New Journal of Chemistry, 2015, vol. 39, # 5, p. 3936 - 3947
[5] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 6, p. 669 - 674
