Synthetic Route of 117846-58-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below.
To a stirred solution of 3 (1.60 g, 6.04 mmol) in anhydrous THF (50 mL) was added dropwise a 2.5 molL-1 solution of n-BuLi inhexane (2.30 mL, 5.74 mmol) at 195 K. The reaction was stirred for 30 minat this temperature, a solution of 4 (1.78 g, 5.49 mmol) in THF (2 mL) was added. Thereaction solution was stirred for 1 h at this temperature. The reactionwas allowed to warm to room temperature, and quenched with water (15 mL). Theproduct was extracted with diethyl ether. The organic layers were combined,dried over anhydrous Na2SO4, filtered, and concentratedin vacuo. Column chromatography on Al2O3 (hexane)afforded diarylethene 1o (1.26 g, 46.8%)as a colorless crystal, mp. 146-147 C; MS m/z (M+) 492.1 (+H); Anal.Calcd for C21H14BrF6NO:Calcd C, 51.45; H, 2.88; N, 2.86. Found C, 51.61; H, 2.99; N, 2.96; 1HNMR (400 MHz, CDCl3, TMS): delta 7.49-7.51 (m, 1H), 7.37 (m, 1H), 7.28 (s, 1H,pyridine-H), 7.23-7.24 (m, 2H), 2.33 (s, 3H, -CH3), 2.22 (s, 3H, -CH3),1.88 (s, 3H, -CH3). 13C NMR (100 MHz, CDCl3,TMS): delta 156.63, 154.09, 141.72, 141.01, 138.20, 136.15, 132.57,124.53, 123.59, 119.93, 118.86, 110.99, 104.19, 21.68, 17.44, 13.25. IR (KBr, nu, cm-1):3128, 1598, 1398, 1272, 1195, 1122, 1076, 1006, 979, 858, 829, 806, 740.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,117846-58-9, its application will become more common.
Reference:
Article; Zheng, Chunhong; Pu, Shouzhi; Liu, Gang; Chen, Bing; Tetrahedron Letters; vol. 54; 51; (2013); p. 7024 – 7028;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem