Uses
2-Bromo-N,N-diphenylaniline, used in electronic chemicals, is also utilized in the production of OLED display screens.
Synthesis
Diphenylamine (1.6900 g, 10.0 mmol), o-dibromobenzene (2.40 mL, 20.0 mmol), copper iodide (0.1900 g, 1.0 mmol), 18-crown-6 (0.1320 g, 0.5 mmol), and 60 mL of o-dichlorobenzene were sequentially added to the reaction flask. Under nitrogen protection and dark conditions, stir and heat to 100-210°C for 5-100 hours. Stop the reaction and slowly reduce to room temperature, vacuum distillation of most of the solvent, and suction filtration; the solid residue is washed with dichloromethane solution, and the organic phases are combined. Concentration and column chromatography gave 2-Bromo-N, N-diphenylamine (yield: 73 per cent).
References
[1] Patent: KR101897045, 2018, B1. Location in patent: Paragraph 0145; 0148-0151
[2] Patent: KR2015/55725, 2015, A. Location in patent: Paragraph 0132; 0133; 0134
[3] Patent: KR2015/51662, 2015, A. Location in patent: Paragraph 0174-0176
[4] Patent: KR2015/55769, 2015, A. Location in patent: Paragraph 0134-0136
[5] Tetrahedron, 2015, vol. 71, # 9, p. 1395 - 1402
