Synthetic Route of 111721-75-6, A common heterocyclic compound, 111721-75-6, name is 2-Bromo-3-fluoroaniline, molecular formula is C6H5BrFN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 2-bromo-3-fluoroanilinne (2.5 g, 13.2 mmol) and pyridine (1.1 mL, 13.2 mmol) in CH2Cl2 (8 mL) was added dropwise a solution of cinnamoyl chloride (2.3 g, 13.7 mmol) in CH2Cl2 (4 mL). The reaction mixture was stirred at room temperature under argon overnight, diluted with CH2Cl2 and evaporated to dryness. Purification by silica gel chromatography using EtOAc (100 mL). The solution was washed with 1 N HCl (50 mL), sat’d NaHCO3 (50 mL), brine (50 mL) and dried (NaSO4). Evaporation in vacuo afforded the title compound (4.3 g) as a white solid. 1H NMR (300 MHz, CDCl3) delta 6.60 (d, J=15.3 Hz, 1H), 6.92 (t, J=8.1 Hz, 1H), 7.26-7,42 (m, 4H), 7.58 (m, 2H), 7.80 (d, J=15.6 Hz, 2H), 8.36 (d, J=8.4 Hz, 1H)
The synthetic route of 111721-75-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Ruan, Fuqiang; (35 pag.)US2019/308963; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary