Electric Literature of 90-16-4,Some common heterocyclic compound, 90-16-4, name is Benzo[d][1,2,3]triazin-4(3H)-one, molecular formula is C7H5N3O, 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.
General procedure: A suspension of 1,2,3-benzotriazin-4-one (II, 6 mmol), dibromoalkane (30 mmol), and potassium carbonate (1.66 g, 12 mmol) in acetone (50 mL) was refluxed for 8 h, and then cooled to room temperature. After removal of acetone by evaporation under reduced pressure, the residue was washed with water (100 mL) and extracted with CH2Cl2 (80 mL × 2). The organic layer was dried over anhydrous Na2SO4, concentrated and purified by flash chromatography on silica gel, eluting with petroleum ether (60-90 C)/EtOAc to afford 3-bromoalkyl-1,2,3-benzotriazin-4-one III in yields of 46-62%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzo[d][1,2,3]triazin-4(3H)-one, its application will become more common.
Reference:
Article; Zhang, Fan; Wu, Dang; Wang, Gao-Lei; Hou, Shuang; Ou-Yang, Ping; Huang, Jin; Xu, Xiao-Yong; Chinese Chemical Letters; vol. 28; 5; (2017); p. 1044 – 1048;,
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