Synthetic Route of 55289-36-6, These common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, 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.
A solution of triphosgene (2.249 g, 7.58 mmol) in toluene (26.9 mL) was stirred on an ice-water bath and treated slowly with a solution of 3-bromo-2-methylaniline (3 g,16.12 mmol) and DIEA (5.63 mL, 32.2 mmol) in toluene (5.37 mL). The resulting suspension was stirred at room temperature for 2 h, filtered, and the precipitate was washed with EtOAc. The combined filtrates were washed quickly with brine, dried and concentrated to provide 1 -bromo-3 -isocyanato-2-methylbenzene as a brown solid/oil mixture (3.36 g). Treatment of a portion of this crude material with ethanol provided 1-(3-bromo-2-methylphenyl)-3-ethylurea as an off-white solid. Mass spectrum m/z 357,259 (M+H). ?H NMR (400 MHz, DMSO-d6) oe 7.80 (s, 1H), 7.75 (d, J=7.5 Hz, 1H), 7.24(dd,J7.9, 0.9 Hz, 1H), 7.04 (t,J8.0 Hz, 1H), 6.50 (t,J5.4 Hz, 1H), 3.11 (qd,J=7.2,5.6 Hz, 2H), 1.07 (t, J7.3 Hz, 3H).
Statistics shows that 3-Bromo-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 55289-36-6.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; AHMAD, Saleem; BATT, Douglas G.; LIU, Qingjie; MACOR, John E.; TINO, Joseph A.; WATTERSON, Scott Hunter; NAIR, Satheesh Kesavan; MAISHAL, Tarun Kumar; (247 pag.)WO2016/65236; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary