Thiacalixarene derivative with acyl hydrazone Schiff base at lower edge, and compounding method and application thereof

A technology of arene derivatives and acylhydrazone Schiff bases, which is applied in the field of thiocalix[4]arene derivatives containing acylhydrazone Schiff bases at the lower edge and their synthesis and application fields, achieving easy post-treatment, convenient operation, and high yield high effect

Inactive Publication Date: 2017-05-10
谢长江
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] So far, thiocalix[4]arene derivatives with oxidized sulfur bridges and pyridylmethylamides on the lower edge have not been reported

Method used

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  • Thiacalixarene derivative with acyl hydrazone Schiff base at lower edge, and compounding method and application thereof
  • Thiacalixarene derivative with acyl hydrazone Schiff base at lower edge, and compounding method and application thereof
  • Thiacalixarene derivative with acyl hydrazone Schiff base at lower edge, and compounding method and application thereof

Examples

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Embodiment

[0018] Example: (1) Preparation of thiocalix[4]arene derivatives containing an acylhydrazone Schiff base on the lower edge

[0019] Tetraoxoacetate methyl thiocalix [4] arene derivative (1.1g, 1.0mmol) and hydrazine hydrate (2.0mL, 41.0mmol), reflux reaction in an organic solvent, stop after 48 hours, after the end of the reaction, cool When it is room temperature, the solvent is distilled and spin-dried under reduced pressure, and the product is dissolved in dichloromethane, washed with water, and the organic layer is spin-dried to obtain a thick product. After recrystallization, a white solid is obtained, and the yield is 81%; the white solid (0.4 g, 2.0mmol) was heated and dissolved in an organic solvent, p-hydroxybenzaldehyde (0.268g, 2.2mmol) was slowly added therein, heated to reflux, solids were generated in about ten minutes, continued to stir for 12 hours, suction filtered, absolute ethanol Wash until the filtrate is clarified to obtain a pure solid product, which is ...

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Abstract

The invention relates to a thiacalixarene derivative with acyl hydrazone Schiff base at the lower edge, and a compounding method and application thereof. By the thiacalixarene derivative, the defect of singular modification structure of the lower edge of thiacalixarene is overcome. The acyl hydrazone Schiff base is introduced to the lower edge of the thiacalixarene to form a drooping chelation arm, and through synergistic effect of the acyl hydrazone Schiff base and thiacalixarene cavities, selective complexing ability of the obtained thiacalixarene derivative on metal ions is improved. Initial experimental results of the nature of the thiacalixarene derivative show that the thiacalixarene derivative has high coordination ability on the metal ions.

Description

technical field [0001] A thiocalix[4]arene derivative containing an acylhydrazone Schiff base at the lower edge, its synthesis method and application. Background technique [0002] The thiocalixarene that appeared in recent years is a new member of the calixarene family. Because it replaces the methylene bridge of the traditional calixarene with a sulfur atom, the rigidity and polarity of the aromatic macrocyclic structure have changed greatly. With a larger cave structure, more flexible conformation, remarkable complexing ability and easy oxidation of sulfur bridges, etc., especially the flexible conformation has aroused people's strong interest. [0003] All kinds of thiocalixarene derivatives that have been reported usually introduce groups such as carboxyl, amine, aliphatic, carbonyl and lone pair electrons at the lower edge of the parent arene as chelates to coordinate metal ions. However, there are few reports on the modification of bridging sulfur atoms of thiocalixa...

Claims

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Application Information

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IPC IPC(8): C07D341/00G01N21/31
CPCC07D341/00G01N21/31
Inventor 谢长江
Owner 谢长江
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