With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.,4923-87-9
General procedure: A mixture of magnesium (288 mg, 12 mmol) and aryl bromide (15.6 mmol) was reacted in dry tetrahydrofuran under reflux for 30 minutes. Then, a solution of 2-aminobenzonitrile (708 mg, 6.0 mmol) in dry tetrahydrofuran (8 mL) was added slowly. After a refluxed period (2 h), methyl chloroformate (977 mg, 9.0 mol) was added dropwise at 0 C, and the resulting mixture was refluxed for 14 h. The mixture was cooled to ambient temperature and poured into a hydrochloric acid solution (2 M). The mixture was neutralized with 10% sodium bicarbonate aqueous solution and extracted with dichloromethane (30 mL ¡Á 3). The combined organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo. The residue obtained was purified by flash column chromatography using dichloromethane/methanol as eluent to achieve the product. 4-(benzo[b]thiophen-5-yl)quinazolin-2(1H)-one (1m): white solid, mp: 312-313 C, 70% yield, the new compound, Rf = 0.25 (dichloromethane/methanol = 25/1); 1H NMR (400 MHz, DMSO-d6) delta 11.97 (s, 1H), 8.22 (d, J = 8.7 Hz, 2H), 7.91 (d, J = 5.4 Hz, 1H), 7.75 (t, J = 7.8 Hz, 2H), 7.67 (dd, J = 8.4, 1.1 Hz, 1H), 7.62 (d, J = 5.4 Hz, 1H), 7.40 (d, J = 8.1 Hz, 1H), 7.22 (t, J = 7.6 Hz, 1H). 13C NMR (100 MHz, DMSO-d6) delta 175.6, 155.4, 143.9, 141.5, 139.7, 135.6, 133.2, 129.4, 129.1, 125.5, 125.2, 125.0, 123.2, 122.9, 116.0, 114.8. HRMS (ESI) m/z Calculated for C16H10N2OS [M+H]+ 279.0587, found 279.0584.
The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Meng, Fan-Jie; Shi, Lei; Jiang, Wen-Feng; Feng, Guang-Shou; Lu, Xiao-Bing; Zhao, Zi-Biao; Tetrahedron Letters; vol. 60; 33; (2019);,
Benzothiophene – Wikipedia
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