2-芳基-2H-吲唑衍生物的合成及工艺研究  

Synthesis and process optimization of 2-aryl-2H-indazole derivatives

作　　者：黄紫彤 张明哲 李佳盈 高艳蓉 唐文强 HUANG Zi-tong;ZHANG Ming-zhe;LI Jia-ying;GAO Yan-rong;TANG Wen-qiang(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xianyang 712046,China;Collaborative Innovation Center of Green Manufacturing Technology for Traditional Chinese Medicine in Shaanxi Province,Xianyang 712046,China)

机构地区：[1]陕西国际商贸学院医药学院,陕西咸阳712046 [2]陕西省中药绿色制造技术协同创新中心,陕西咸阳712046

出　　处：《化学工程师》2025年第3期7-10,63,共5页Chemical Engineer

基　　金：2024年国家级大学生创新创业训练计划项目(202413123003);咸阳市分子影像与药物合成重点实验室项目(2021QX NL-PT-0008)。

摘　　要：本研究以2-溴溴苄衍生物和苯肼为原料经分子间N-苄基化反应、分子内N-芳基化反应、氧化反应三级串联一步反应合成2-芳基-2H吲唑衍生物,并对合成条件进行了优化,目标化合物的结构经核磁共振氢谱和质谱进行表征。研究结果表明,最佳反应条件为:n_(苯肼)∶_(n2-溴溴苄)=2.4∶1、以10mol%(t-Bu)2PPh Pd G3为催化剂、t-Bu_(3)PHBF_(4)为有机磷配体、CH_(3)ONa为碱、n_(t-Bu_(3)PHBF_(4)):n_([(T-Bu)_(2)PPh pD G_(3)])=1.2:1、n_(CH_(3)ONa):n_(2)-反应温度120℃、反应时间10h,此时2-苯基-2H-吲唑的收率为72.1%(以2-溴溴苄为基准计算)。The 2-aryl-2H-indazole derivatives were obtained by intermolecular N-benzylation reaction,intramolecular N-arylation reaction and oxidation reaction of 2-bromobenzyl bromide derivatives and phenylhydrazine.The reaction conditions were optimized and 1H NMR and LC-MS were used to test the structure of the target compound.The results showed that the optimum conditions were:nphenylhydrazine∶n_(2-bromobenzyl bromide)=2.4∶1,10mol%(t-Bu)_(2)PPh Pd G_(3) as catalyst,t-Bu3PHBF4 as phosphorus ligand,CH3ONa as base、nt-Bu3PHBF4∶n[(t-Bu)2PPh Pd G_(3)]=1.2∶1,n_(CH_(3)ONa)∶n_(2-bromobenzyl bromide)=1.4∶1,the reacion reaction temperature was 120℃and reaction time was 10h.The yield of 2-phenyl-2H-indazole was 72.1%under the optimum conditions.

关 键 词：2-芳基-2H-吲唑衍生物 2-溴溴苄 苯肼 合成 

分 类 号：TQ463[化学工程—制药化工]