Electric Literature of 90-16-4, A common heterocyclic compound, 90-16-4, name is Benzo[d][1,2,3]triazin-4(3H)-one, molecular formula is C7H5N3O, 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.
General procedure: Intermediates 3a-h were prepared by the similar method described in the literature [2] (Scheme 1). A stirring mixture of 2 (8 mmol), 1,3-dibromopropane (4.1 mL, 40 mmol) and potassium carbonate (2.208 g, 16 mmol) in acetone (200 mL) was heated to reflux and monitored by TLC. After the complete consumption of 2, the solvent was removed under reduced pressure. Then the residue was taken up in water and extracted with CH2Cl2 (80 mL ×3). The combined organic layer wasdried over anhydrous Na2SO4, concentrated and purified by flash column chromatography on silica gel using petroleum ether (60-90 C)/EtOAc (4:1) as eluent to yield 3. Intermediates 4a-h were prepared by the same method as above, using 1,4-dibromobutane instead of 1,3-dibromopropane.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Wang, Gao-Lei; Chen, Xi; Chang, Ya-Ning; Du, Dan; Li, Zhong; Xu, Xiao-Yong; Chinese Chemical Letters; vol. 26; 12; (2015); p. 1502 – 1506;,
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