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Isoquinoline ionic liquid, synthesis and applications thereof

An ionic liquid, isoquinoline technology, applied in the application, botanical equipment and methods, chemicals for biological control, etc. High equipment requirements, easy separation and purification, and fewer by-products

Inactive Publication Date: 2015-08-12
YANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing studies on the antibacterial properties of ionic liquids mainly focus on imidazoles and pyridines, but these ionic liquids have poor antibacterial properties; isoquinoline compounds have a benzopyridine structure and are also isomers of quinoline compounds. Isoquinoline and quinoline compounds have been found to have various biological activities, including anti-bacteria and fungi, anti-malarial, pain regulating immune function, so choosing isoquinoline or quinoline as the parent structure can effectively improve the ion Bacteriostatic properties of liquids
[0003] In 2010, British scientist Alessandro Busetti and others synthesized quinoline ionic liquids, and the results showed that quinoline ionic liquids have strong antibacterial properties against most clinical infection pathogenic bacteria, but the synthesis reaction of quinoline ionic liquids takes time Longer, and the reaction must be carried out under the protective atmosphere of dinitrogen tetroxide, a highly toxic gas

Method used

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  • Isoquinoline ionic liquid, synthesis and applications thereof
  • Isoquinoline ionic liquid, synthesis and applications thereof
  • Isoquinoline ionic liquid, synthesis and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Synthesis of Isoquinoline Ionic Liquids

[0025] 1)[C 4 Synthesis of iQuin]Br

[0026] Add 11g of isoquinoline and 10g of n-butane bromide quickly to a 50mL round-bottomed flask under anhydrous, oxygen-free, and nitrogen-protected conditions, stir and heat to reflux for several hours, and the product can be obtained at the end of the reaction. After cooling to room temperature, it was dissolved with solvent I, decolorized and impurity removed by chromatographic column, and then rotary evaporated to obtain wine red viscous liquid. After several times of recrystallization, a vacuum pump is used to remove the residual solvent with a low boiling point under an ultra-low pressure state to obtain a relatively pure brominated N-n-alkylisoquinoline ionic liquid (abbreviated as [C 4 iQuin] Br).

[0027] 2)[C 8 Synthesis of iQuin]Br

[0028] Quickly add 11g of isoquinoline and 17g of n-octane bromide into a 100mL round-bottomed flask under anhydrous, oxygen-free, and nitroge...

Embodiment 2

[0037] 1 The antibacterial activity of ionic liquid antibacterial agents was detected by the macro double dilution method.

[0038] Use a sterile inoculation loop to scrape off the bacteria on the slope to make a bacterial cell concentration of 5×10 6 CFU / mL bacterial suspension, culture and activate at 37°C for 12h. When in use, mix with an appropriate amount of liquid medium (the final concentration of bacteria is 10 5 CFU / mL). Dilute the sample to be tested to the required concentration by two-fold dilution. The negative control only contained bacteria; the blank control contained only culture medium. Each sample was cultured at 37° C. for 24 h in a shaker, and then plated for 24 h. Observe with naked eyes, record the number of colonies, and calculate the bacteriostatic rate, and the minimum concentration at which the bacteriostatic rate is above 80% is the MIC.

[0039] 2 Determination of antibacterial activity of ionic liquids on plant pathogenic bacteria by plate me...

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Abstract

The invention discloses an isoquinoline ionic liquid, synthesis and applications thereof. The synthesis method comprises the following steps: rapidly adding isoquinoline and bromo n-alkane into a reactor in the absence of water and oxygen under the protection of nitrogen gas, heating under stirring to carry out reflux reactions so as to obtain a crude product after the reflux reactions; cooling the crude product to the room temperature, dissolving the crude product then, subjecting crude product to column chromatography to remove the color and impurities, carrying out rotary evaporation to obtain a sticky liquid; subjecting the sticky liquid to multiple times of washing and recrystallization, and finally removing the residual solvent to obtain the isoquinoline ionic liquid; wherein the bromo n-alkane can be bromo n-butane, bromo n-octane, or bromo n-dodecane. The isoquinoline ionic liquid can be used as a bacteriostatic agent to kill escherichia coli and plant pathogenic bacteria.

Description

technical field [0001] The invention relates to an isoquinoline ionic liquid, a synthesis preparation method and an application thereof, and belongs to the field of organic chemical preparation. Background technique [0002] As a kind of green solvent, ionic liquid is widely used in many fields such as chemical industry and life science; due to its certain toxicity to microorganisms, it has a good application in the field of bacteriostat and fungicide. Existing studies on the antibacterial properties of ionic liquids mainly focus on imidazoles and pyridines, but these ionic liquids have poor antibacterial properties; isoquinoline compounds have a benzopyridine structure and are also isomers of quinoline compounds. Isoquinoline and quinoline compounds have been found to have various biological activities, including anti-bacteria and fungi, anti-malarial, pain regulating immune function, so choosing isoquinoline or quinoline as the parent structure can effectively improve the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D217/10A01N43/42A01P1/00A01P3/00
CPCA01N43/42C07D217/10
Inventor 张晓红褚亭亭刘志敏彭新影郭荣
Owner YANGZHOU UNIV
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