Electric Literature of 72990-37-5 ,Some common heterocyclic compound, 72990-37-5, molecular formula is C6H4ClNO, 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 6-methoxy-2-methylquinoline (200 mg, 1.15 mmol), p-toluenesulfonamide (197 mg, 1.15 mmol) and 3-chloroisonicotinaldehyde (163 mg, 1.15 mmol) in toluene (5 mL) was refluxed at 120 C. for 12 h in a reaction tube under N2. After the mixture was cooled to room temperature, the solvent was removed under reduced pressure. Then the concentrate was purified by column chromatography with EtOAc/Hexane (1:4, v/v) on silica gel, affording TZ-36-48 as a yellow solid (255 mg, 65%). 1H NMR (400 MHz, CDCl3) delta 8.61 (s, 1H), 8.47 (d, J=5.1 Hz, 1H), 8.07 (dd, J=16.7, 8.9 Hz, 2H), 7.87 (d, J=16.4 Hz, 1H), 7.72 (d, J=8.5 Hz, 1H), 7.65-7.54 (m, 2H), 7.39 (d, J=9.2 Hz, 1H), 7.28-7.21 (m, OH), 7.07 (s, 1H), 3.91 (d, J=13.2 Hz, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72990-37-5, its application will become more common.
Reference:
Patent; Washington University; Tu, Zhude; Li, Junfeng; Yue, Xuyi; Kotzbauer, Paul; (100 pag.)US2017/189566; (2017); A1;,
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