Reference of 3463-30-7, A common heterocyclic compound, 3463-30-7, name is 1-(4-Nitrophenyl)-1H-pyrazole, molecular formula is C9H7N3O2, 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.
SnCl2·2H2O (13.1g, 50mmol) was added to a solution of 4-(3-nitrophenyl)-lH-pyrazole (0.95g, 5mmol) in EtOH (50mL). The reaction mixture was refluxed for 2h and then cooled to room temperature. The reaction mixture was neutralized with 1N NaOH to pH=8 and extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated to afford the crude product 32 (0.66g, 83percent yield). 1H NMR (400MHz, DMSO-d6) delta 8.18 (s, 1H), 7.64 (s, 1H), 7.48 (s, 2H), 6.71 (s, 2H), 6.43 (s, 1H), 5.25 (s, 2H). 13C NMR (100MHz, DMSO-d6) delta 147.87, 140.01, 130.43, 127.32, 120.60, 114.57, 107.16. LC/MS (ESI, m/z) [M+H]+: 160.09.
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, Beilei; Deng, Yuanxin; Chen, Yongfei; Yu, Kailin; Wang, Aoli; Liang, Qianmao; Wang, Wei; Chen, Cheng; Wu, Hong; Hu, Chen; Miao, Weili; Hur, Wooyoung; Wang, Wenchao; Hu, Zhenquan; Weisberg, Ellen L.; Wang, Jinhua; Ren, Tao; Wang, Yinsheng; Gray, Nathanael S.; Liu, Qingsong; Liu, Jing; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 545 – 557;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics