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Schiff base based on electron-deficient group benzothiadiazole and design synthetic method of Schiff base

A kind of technology of thiadiazole schiff base and synthesis method, applied in the field of schiff base compound and preparation thereof

Active Publication Date: 2019-07-16
FUYANG NORMAL UNIVERSITY
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Problems solved by technology

In addition, mercury ions have a high affinity for sulfhydryl groups in proteins, making cells dysfunctional and causing many diseases

Method used

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  • Schiff base based on electron-deficient group benzothiadiazole and design synthetic method of Schiff base
  • Schiff base based on electron-deficient group benzothiadiazole and design synthetic method of Schiff base
  • Schiff base based on electron-deficient group benzothiadiazole and design synthetic method of Schiff base

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Embodiment Construction

[0035] In order to illustrate the present invention more clearly, the present invention will be further described below in conjunction with preferred embodiments and accompanying drawings. Similar parts in the figures are denoted by the same reference numerals. Those skilled in the art should understand that the content specifically described below is illustrative rather than restrictive, and should not limit the protection scope of the present invention.

[0036] One, the synthesis of Schiff base 1 (the synthetic route of Schiff base 1 is as follows figure 1 shown)

[0037] 1.1 figure 1 Synthesis of Compound 1 in

[0038] Weigh 1.065g of 4-bromotriphenylamine (M=324.21g / mol), 0.7653g of 4-formylphenylboronic acid (M=149.94g / mol), 4-(triphenylphosphine) palladium (M=1155.56g / mol) mol) 0.2289g, potassium carbonate (M=138.21g / mol) 1.3662g in a 250mL three-neck flask, and add 40 mLTHF, 60mLPhMe, 25mLH 2 O, then add 2 drops of methyltrizinc ammonium chloride dropwise. Stir w...

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Abstract

The invention discloses a Schiff base based on an electron-deficient group benzothiadiazole and a preparation method of the Schiff base. A Schiff base 1 (Schiff 1) and the Schiff base (Schiff 2) containing the electron-deficient group benzothiadiazole are synthesized by using 4-bromotriphenylamine, 4-diphenylaminophenylboronic acid, 4-formylbenzeneboronic acid, 4,7-dibromo-2,1,3-benzothiadiazole and o-aminothiophenol as raw materials; and the synthesized intermediate and product are subjected to characterization by infrared spectroscopy (IR), ultraviolet-visible absorption spectroscopy (UV-vis), fluorescence spectroscopy (FS), hydrogen spectroscopy of nuclear magnetic resonance (1H NMR), carbon spectroscopy of nuclear magnetic resonance (13C NMR) and mass spectrometry (MS). The prepared Schiff base by the invention can be used for a mercury ion detecting sensor.

Description

technical field [0001] The present invention relates to Schiff base compounds and their preparation. More specifically, it relates to an electron-deficient benzothiadiazole Schiff base and its design and synthesis method. Background technique [0002] Due to the lack of human awareness of environmental protection, many kinds of toxic heavy metal ions that pollute the environment have been produced, such as mercury ions, lead ions, silver ions, etc. Since mercury is widely distributed in the atmosphere, water, and soil, it is a heavy metal ion that is most harmful to the environment. At the same time, mercury can also accumulate in the human body and cause many health problems. In addition, mercury ions have a high affinity for sulfhydryl groups in proteins, causing cell dysfunction and causing many diseases. Therefore, it is crucial to develop molecules that are highly selective and sensitive to mercury ions. [0003] Schiff base is prepared by addition and elimination r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/34C07C319/12C07D285/14
CPCC07C319/12C07C323/34C07D285/14
Inventor 凡素华刘杰张莹
Owner FUYANG NORMAL UNIVERSITY
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