Application
6-Bromonaphthalen-2-amine can be used to prepare light-emitting diode materials, amine compounds, deuterated aromatic compounds and deuterated compositions thereof.
Synthesis
6-Bromo-2-naphthoic acid (5.07g, 20.19mmol) and triethylamine (4.22mL, 3.07g, 30.3mmol) in dry DMF (155mL) were treated with the diphenylphosphoroyl azide (6.55mL, 8.34g, 30.3mmol) followed by stirring at room temperature for 3h. The solution was then treated with water (2OmL) and warming at 1000C for Ih. The solution was cooled in the flask fitted with a short-path distillation head, and the DMF was removed by distillation under a high vacuum. The solid residue was dissolved in EtOAc and washed with a saturated sodium bicarbonate solution. Filtered through celite, the filtrate was washed with water (3x) and brine. Dried over, filtered, and concentrated under vacuum to give 6-Bromonaphthalen-2-amine as a beige solid (4.48g, 100 percent).
References
[1] Patent: WO2009/39127, 2009, A1. Location in patent: Page/Page column 175
[2] Patent: WO2009/39134, 2009, A1. Location in patent: Page/Page column 104
[3] Patent: WO2010/111437, 2010, A1. Location in patent: Page/Page column 74
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 15, p. 3793 - 3799
[5] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 12, p. 1651 - 1655
