Synthesis
(1) 2-Nitroresorcinol (1.00 g, 6.45 mmol) was dissolved in ethanol (10 mL). 10% Pd/C catalyst (340 mg, 0.32 mmol) was added to the solution at room temperature and under hydrogen atmosphere and the reaction was stirred for 6 hours. Upon completion of the reaction, the insoluble material was removed by filtration and the solvent was subsequently removed by distillation under reduced pressure to afford the brown crystalline product 2-aminoresorcinol 779 mg in 97% yield. Melting point: 153-155 °C (decomposition).1H NMR (CD3OD/CDCl3 = 1/20, 400 MHz) δ: 6.37 (2H, d, J = 8 Hz), 6.54 (1H, t, J = 8 Hz).
References
[1] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0089
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 8, p. 2186 - 2197
[3] Journal of Medicinal Chemistry, 1992, vol. 35, # 21, p. 3792 - 3802
[4] Patent: WO2005/54249, 2005, A1. Location in patent: Page/Page column 24
[5] European Journal of Medicinal Chemistry, 2010, vol. 45, # 9, p. 3531 - 3540
