香豆素噻唑腙类化合物的合成及其对金属离子识别性能研究
Synthesis of Coumarin Thiazole Hydrazone Compounds and Research on Their Recognition Properties for Metal Ions
朱陈浩 1苏梦洋 2张新宇 1武宝萍 1宗斯轶 1王慧彦1
作者信息
- 1. 江苏海洋大学环境与化学工程学院,江苏连云港 222005
- 2. 江苏海洋大学药学院,江苏连云港 222005
- 折叠
摘要
在微波辐射条件下,以乙醇为溶剂,无需外加任何催化剂,用3-(2-溴代乙酰基)香豆素、硫脲和芳香族甲醛三组分一锅法合成了12个香豆素噻唑腙类化合物,其中8个化合物是首次报道.反应微波功率为150 W,反应时间15-20 min,产率60％-86％,对合成的新产物进行了熔点、1H NMR、13C NMR和HRMS表征.考察了化合物3g、3j和3l对Cu2+的识别作用,结果显示,化合物3l与Cu2+具有较强的相互作用.考察化合物3l对13种金属离子的识别作用,发现化合物3l对Cu2+、Co2+和Ni2+表现出良好的UV-Vis及裸眼识别能力.滴定实验结果,显示化合物3l与Cu2+形成了1∶1型配合物,3l与Co2+和Ni2+均形成了2∶1型配合物.当pH值为3时,化合物3l可选择性识别Cu2+.
Abstract
Under microwave irradiation,12 coumarin thiazole hydrazone compounds were synthesized by the three-component one-pot reaction of 3-(2-bromoacetyl)coumarin,thiourea and aromatic formaldehyde in ethanol without adding any catalyst,of which 8 compounds were reported for the first time.The microwave power was 150 W,the reaction time was 15-20 min,and the yield was 60％-86％.The new product was characterized by melting point,1H NMR,13C NMR and HRMS.The recognition effects of compounds 3g,3j and 3l on Cu2+were investigated.The results showed that compound 3l had a strong interaction with Cu2+.The recognition effects of compound 3l on 13 metal ions were investigated.It was found that compound 3l showed good UV-Vis and naked-eye recognition properties for Cu2+,Co2+,and Ni2+.The titration results showed that compound 3l formed a1∶1 complex with Cu2+and a 2∶1 complex with Co2+or Ni2+.When pH value was 3,compound 3l can selectively recognize Cu2+.
关键词
微波辐射/多组分反应/香豆素噻唑腙/离子检测/裸眼识别Key words
microwave irradiation/multicomponent reaction/coumarin thiazole hydrazone/ion detection/naked-eye recognition引用本文复制引用
基金项目
连云港市海燕计划(2019-ZD-005)
江苏省研究生科研与实践创新计划(KYCX20-2952)
出版年
2024
NETL
NSTL
万方数据