78554-68-4

The invention discloses a preparation method of an icotinib key intermediate, and belongs to the technical field of drug synthesis. According to the preparation method, triethylene glycol(p-toluene sulfonate) and N-Boc-3,4-dihydroxyl aniline are used as raw materials; the raw materials carry out crown ether cyclization reaction, halogenation reaction and amination reaction (amidation reaction), quinoline cyclization reaction, and chlorination reaction to obtain an icotinib key intermediate, namely 4-chloro-quinazoline[6.7-6]-12-crown-4; the newly designed synthesis route does not need a strongacid solution, which is required by a conventional synthesis route; the dangerous operation is avoided, the generation of a large amount of acidic waste liquid is avoided; and the novel synthesis route has the advantages of simple operation and high yield.

The invention discloses a synthesis method of an arylimidazophenanthroline fluorescence dye, and recognition of metal ions. The synthesis method is a method for synthesizing arylimidazo[4,5-f]phenanthroline oxa-crown ether compounds from cheap and easily available 1,10-phenanthroline through a series of steps. Fluorescence properties of the arylimidazo[4,5-f]phenanthroline compounds are screened,the complexing property of the compounds and metal ions is verified through screening experiments of different metal ions and experiments of ion concentration and the like, and recognition of the metal ions Zn in tumor cells is achieved. The fluorescence probe has the following technical effects: 1, the compounds respectively have high selectivity to Zn Zn on wide metal ions; and 2, a fluorescence quenching molecular switch responding to Zn can be obtained in MCF-7 cells, and lays a great foundation for the application of the system in fields of biological recognition and the like.