Oxazole compound and preparation method thereof, and applications of oxazole compound in Cu<2+> detection

A technology of compounds and oxazoles, which is applied in the field of analytical chemistry, can solve the problems of poor anti-interference ability of other metal ions, poor selectivity of fluorescent sensors, and poor selectivity, and achieve strong anti-interference ability, simple structure, and rapid determination. Effect

Active Publication Date: 2020-04-14
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, many existing designs developed to detect Cu 2+ The selectivity of the fluorescence sensor is not good, as the Chinese invention patent of application publication number CN109574872A discloses a kind of fluorescent probe that detects divalent copper ion, and the chemical formula of this fluorescent probe is C 31 h 27 N 3 o 5 , able to recognize Cu by hydrolysis 2+ , but for Cu 2+ Poor selectivity and poor anti-interference ability of other metal ions

Method used

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  • Oxazole compound and preparation method thereof, and applications of oxazole compound in Cu&lt;2+&gt; detection
  • Oxazole compound and preparation method thereof, and applications of oxazole compound in Cu&lt;2+&gt; detection
  • Oxazole compound and preparation method thereof, and applications of oxazole compound in Cu&lt;2+&gt; detection

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Embodiment 1

[0039] The oxazole compound having the structure shown in formula I of the present embodiment is:

[0040]

[0041] There is the embodiment of the preparation method of the oxazole compound of structure shown in formula I

Embodiment 2

[0043] The preparation method of the oxazole compound having the structure shown in formula I of the present embodiment comprises the following steps:

[0044] 1) Add 1,3-dichloroacetone (12.70g, 0.1mol) and salicylamide (13.71g, 0.1mol) into a round bottom reaction flask with magnetic stirring, heat to 180°C, and carry out reflux reaction under constant stirring 4 hours. Cool to room temperature, add 200mL ethyl acetate and 200mL water, extract, separate liquid, the organic phase obtained by liquid separation is washed with 200mL water, dried with anhydrous magnesium sulfate, then concentrated at 60°C, and then passed through a flash silica gel chromatography column, using The eluting agent is ethyl acetate / petroleum ether=1:5 (V:V), obtains 13.02g 2-(4-(chloromethyl) oxazole) phenol (structure is as shown in formula II), and productive rate is 62%.

[0045] 2) Add 2-(4-(chloromethyl)oxazole)phenol (4.19g, 0.02mol) prepared in step 1) to an acetonitrile solution (100mL) con...

Embodiment 3

[0050] The preparation method of the oxazole compound having the structure shown in formula I of the present embodiment comprises the following steps:

[0051] 1) Add 1,3-dichloroacetone (12.70g, 0.1mol), salicylamide (13.71g, 0.1mol) and toluene (200mL) into a round-bottomed reaction flask with magnetic stirring, heat to reflux at 120°C, and continuously The reaction was stirred for 8 hours. Cool to room temperature, concentrate, add 200mL ethyl acetate and 200mL water, extract, separate liquid, the organic phase obtained by liquid separation is washed with 200mL water and dried with anhydrous magnesium sulfate, then concentrated at 60°C, and then passed through a flash silica gel chromatography column , the eluent used was ethyl acetate / petroleum ether=1:5 (V:V), and 8.82 g of 2-(4-(chloromethyl)oxazole)phenol was obtained with a yield of 42%.

[0052] 2) Add 2-(4-(chloromethyl)oxazole)phenol (4.19g, 0.02mol) prepared in step 1) to an acetonitrile solution (100mL) containin...

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Abstract

The invention relates to an oxazole compound and a preparation method thereof, and applications of the oxazole compound in Cu<2+> detection, and belongs to the technical field of analytical chemistry,wherein the oxazole compound has a structure represented by a formula I, is a brand-new organic compound with a fluorophore, has the advantages of simple structure and easiness in preparation, can realize high-selectivity recognition and rapid determination of Cu<2+> in an aqueous solution, has strong anti-interference ability to other metal ions, and shows low toxicity in living cells and intuitive detection of Cu<2+>.

Description

technical field [0001] The present invention relates to a kind of oxazole compound and preparation method thereof, in detecting Cu 2+ The application in this aspect belongs to the technical field of analytical chemistry. Background technique [0002] Cu element is the third trace element necessary for human physiology, second only to Fe element and Zn element, and is also widely used in a large number of industrial production and biomedicine industries. Cu 2+ Due to the particularity of its structure, it is used as a catalyst for the conversion reaction of biological enzymes. However, when a large amount of Cu 2+ When it exists, it will pollute the environment, interfere with the circulation of aquatic biological systems, affect the self-purification ability of water, and cause harm to human health. It can even lead to some diseases such as hypoglycemia, Wilson's disease, coronary heart disease, osteoporosis, and Alzheimer's disease. Therefore, fast and accurate measure...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C09K11/06G01N21/64
CPCC07D413/14C09K11/06C09K2211/1007C09K2211/1029C09K2211/1033G01N21/6428G01N21/643G01N2021/6432
Inventor 李丹丹王宏贾巧娟刘磊弓丽华孔华杰
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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