Some common heterocyclic compound, 16681-59-7, name is 2-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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. Application In Synthesis of 2-Bromo-1-methyl-1H-imidazole
To a solution of 2-bromo-1-methyl-1H-imidazole (9) (0.10 g, 0.60 mmol) in dry toluene (6 mL), p-anisidine (0.15 g, 1.19mmol), Pd2(dba)3 (51.02 mg, 0.06 mmol), BINAP (0.11 g, 0.18 mmol) and Cs2CO3 (0.39 g, 1.19mmol) were added sequentially, and the resulting mixture was heated at 100 C for 21 h. Thereaction was quenched by the addition of saturated NaHCO3 (5 mL). The organic layer wasseparated and the aqueous phase was extracted with AcOEt (3 × 10 mL). The combined organicextracts were washed with brine (5 mL), dried (Na2SO4) and concentrated in vacuo, to obtain 10(0.11 g, 90 %) as an oil. This product was unstable and could not be further purified by columnchromatography: IR (film): numax 3343 cm-1; 1H NMR (300 MHz) delta 3.44 (broad s, 1H), 3.55 (s,3H), 3.70 (s, 3H), 6.67 (d, J 9.0 Hz, 2H), 6.72 (d, J 9.0 Hz, 2H), 6.92 (d, J 1.4 Hz, 1H), 6.97 (d, J1.4 Hz, 1H); 13C NMR (75.5 MHz) delta 34.3, 55.5, 114.6, 116.1, 119.8, 122.8, 129.5, 139.9, 152.5.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16681-59-7, its application will become more common.