Synthesis of Coumarin Thiazole Hydrazone Compounds and Research on Their Recognition Properties for Metal Ions
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+.