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A kind of so32-/hso3- detection reagent and its synthesis method and application

A technology of SO32- and detection reagents, applied in chemical instruments and methods, measuring devices, fluorescence/phosphorescence, etc., can solve problems such as damage to cells and tissues, and achieve a detection system with low cost, high sensitivity and selectivity, and simple detection methods. Effect

Inactive Publication Date: 2019-01-25
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, a large number of pathological studies have proved that a large amount of inhalation of these two ions will cause harm to cells and tissues, leading to respiratory diseases, cardiovascular diseases and neurological disorders, such as lung cancer, asthma, stroke, allergic reactions, migraine, myocardial ischemia and cerebral palsy. Tumor etc.

Method used

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  • A kind of so32-/hso3- detection reagent and its synthesis method and application
  • A kind of so32-/hso3- detection reagent and its synthesis method and application
  • A kind of so32-/hso3- detection reagent and its synthesis method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Example 1 Synthesis and characterization of (Z)-3-chloro-(7-(diethylamino)-2-oxo-2-hydrogen-chromen-3-yl)acrolein

[0027] Under ice bath, slowly add 10mL of phosphorus oxychloride dropwise to 10mL of DMF solution, stir for half an hour, add 20mmol of 3-(diethylamino)phenol dissolved in DMF, and reflux at 80°C for 5h; after the reaction is completed, put The reaction solution was poured into 60mL of ice water and washed with Na 2 CO 3 The pH of the aqueous solution was adjusted to neutral, and a brown solid was precipitated, filtered with suction, washed with water, and finally recrystallized with ethanol to obtain 4-(diethylamino)-2-m-hydroxybenzaldehyde;

[0028]4-(diethylamino)-2-m-hydroxybenzaldehyde (1.93g, 10mmol), ethyl acetoacetate (1.95g, 15mmol) were refluxed in ethanol for 10 hours under the catalyst of 0.2mL piperidine, concentrated and cooled Afterwards, the yellow solid obtained by distillation under reduced pressure is 3-acetyl-7-(diethylamino)-2hydro-c...

Embodiment 2

[0032] Prepare a HEPES buffer solution with a pH of 7.4 and a concentration of 10 mM, and prepare 2 mM (Z)-3-chloro-(7-(diethylamino)-2-oxo-2-hydrogen-chromen-3-yl) in DMSO Acrolein solution; mix 2 mL of HEPES-DMSO (1:1, pH 7.4) solution and 5 μL of (Z)-3-chloro-(7-(diethylamino)-2-oxo-2-hydrogen-chromene -3-yl) DMSO solution of acrolein was added to a clean fluorescence cuvette, and SO 3 2- The solution is gradually added to the cuvette with a micro-injector, and is detected on the fluorescence spectrophotometer while adding the sample. 3 2- The addition of , the fluorescence intensity at 486nm gradually increased. Fluorescence emission map see Figure 4 .

Embodiment 3

[0034] Prepare a HEPES buffer solution with a pH of 7.4 and a concentration of 10 mM, and prepare 2 mM (Z)-3-chloro-(7-(diethylamino)-2-oxo-2-hydrogen-chromen-3-yl in DMSO ) acrolein solution; in 14 fluorescent cuvettes, add 2 mL of HEPES-DMSO (1:1, pH 7.4) solution and 5 μL of reagent in DMSO solution, and then add 14 μL of SO 3 2- , and 140 µL of each analyte: F - , Cl - ,Br - , I - ,N 3 - ,NO 3 - ,H 2 PO 4 - ,NO 2 - ,S 2 o 3 2- ,AcO - , SO 4 2- ,HS - , HCO 3 - and GSH are detected on a fluorescence spectrophotometer, and the histogram of the 486nm relative fluorescence intensity corresponding to different analytes is drawn, (see Figure 5 ). SO 3 2- The fluorescence intensity of the reagent changed from 177 to 5813, and other analytes basically did not cause changes in the fluorescence intensity of the reagent.

[0035] It has been proved by experiments that other analytes do not interfere with the system's response to SO 3 2- determination.

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Abstract

The invention provides an SO3<2-> / HSO3<-> detection reagent and a synthesis method and application thereof, wherein the detection reagent is (Z)-3-chloro-(7-(diethylin)-2-oxo-2-h-chromen-3-yl) acrolein. The synthesis method of the reagent comprises the steps of taking 3-(diethylin) phenol as a raw material to prepare 4-(diethylin)-2-hydroxybenzaldehyde; then reacting with ethyl acetoacetate to prepare 3-acetyl-7-(diethylin)-2h-chromen-2-one; adding phosphorus oxychloride for reacting to prepare the (Z)-3-chloro-(7-(diethylin)-2-oxo-2-h-chromen-3-yl) acrolein. A method for detecting the SO3<2-> / HSO3<-> comprises the steps of in an HEPES buffering solution, of which the pH is 7.4, quantitatively detecting the content of the SO3<2-> / HSO3<-> through a fluorospectro photometer. The method for detecting the SO3<2-> / HSO3<-> provided by the invention has the advantages that the sensitivity is high, the selectivity is good, the detection process is simple and quick and the detection result is accurate.

Description

technical field [0001] The present invention relates to sulfite / bisulfite ion detection technology, in particular to (Z)-3-chloro-(7-(diethylamino)-2-oxo-2-hydrogen-chromen-3-yl) Acrolein and its synthetic method, and (Z)-3-chloro-(7-(diethylamino)-2-oxo-2-hydrogen-chromen-3-yl)acrolein are used as reagents in detecting sulfite / application of bisulfite ion. Background technique [0002] Sulfur dioxide is a recognized air pollutant, which is easily hydrolyzed into sulfite and bisulfite (3:1, M / M) in a neutral system. In daily life, the two are widely used as antibacterial agents, enzyme inhibitors and antioxidants in food, beverages and medicines. However, a large number of pathological studies have proved that a large amount of inhalation of these two ions will cause harm to cells and tissues, leading to respiratory diseases, cardiovascular diseases and neurological disorders, such as lung cancer, asthma, stroke, allergic reactions, migraine, myocardial ischemia and cere...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/16C09K11/06G01N21/64
CPCC07D311/16C09K11/06C09K2211/1088G01N21/643
Inventor 阴彩霞李晓琪霍方俊
Owner SHANXI UNIV
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