5-alkyl guanidine ionic liquid, and preparation and application thereof

A technology of ionic liquid and pentaalkylguanidine, which is applied in the field of liquid catalyst and application, can solve the problems of complex ionic liquid synthesis process, polluting environment, preservation, and high production cost, and achieve good organic solubility, warm reaction conditions, and recyclable use Effects in simple steps

Inactive Publication Date: 2017-06-23
EAST CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The synthesis process of ionic liquids in the prior art is complicated, the raw materials are expensive, the preparation cost is high, the environment is polluted or the preservatio

Method used

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  • 5-alkyl guanidine ionic liquid, and preparation and application thereof
  • 5-alkyl guanidine ionic liquid, and preparation and application thereof
  • 5-alkyl guanidine ionic liquid, and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Under the protection of argon at 0°C, 2.10g (20mmol) of tetramethylguanidine was dissolved in 10ml of acetonitrile and mixed to form A solution, 2.40g (22mmol) of bromoethane was dissolved in 10ml of acetonitrile to form B solution, then B The solution was slowly added dropwise to solution A at a rate of 1 drop / second, stirred and mixed, and the reaction system was stirred at room temperature for 24 hours to carry out ionization reaction. After washing three times with 25 ml / time, and vacuum drying at room temperature, the white crystal product was bromo-N,N,N',N'-tetramethyl-N-ethylguanidine ionic liquid, and the yield was 88%.

Embodiment 2

[0021] Weigh 2.14g (10mmol) of the above-prepared bromine-N,N,N',N'-tetramethyl-N-ethylguanidine ionic liquid and dissolve it in 5ml of ethanol to prepare a C solution, weigh 1.90g (5mmol) of three The hydrated lead acetate was dissolved in 5 ml of ethanol to prepare the D solution, the C solution was mixed with the D solution at room temperature, and the reaction solution was filtered after stirring for 2 hours. After removing ethanol, the transparent and viscous product was N,N,N',N'-tetramethyl-N"-ethylguanidine acetate ionic liquid, and the yield was 93%.

Embodiment 3

[0023] Under the protection of argon at 0°C, 2.10g (20mmol) of tetramethylguanidine was dissolved in 10ml of acetonitrile and mixed to form E solution, 2.84g (20mmol) of methyl iodide was dissolved in 8ml of acetonitrile to form F solution, and then F solution was The speed of 1 drop / second was slowly added dropwise to the E solution, stirring and mixing, and the reaction system was stirred at room temperature for 12 hours to carry out ionization reaction. After washing three times, and drying under vacuum at room temperature, the white crystal product was obtained as iodine-N,N,N',N',N"-pentamethylguanidine ionic liquid, and the yield was 95%.

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Abstract

The invention discloses 5-alkyl guanidine ionic liquid, and preparation and application thereof. After tetramethyl guanidine and alkyl halide are adopted to be ionized, ion exchange with metal salt is performed to prepare 5-alkyl guanidine acid radical ionic liquid, and the ionic liquid is used as a catalyst to synthesize quinazoline-2,4(1H,3H)-ketone and derivatives thereof in the carboxylation and cyclization reaction of carbon dioxide and anthranilonitrile. Compared with the prior art, the 5-alkyl guanidine ionic liquid is simple in synthetic process, low in costs and has excellent performance in a homogeneous catalysis carbon dioxide reaction process; particularly, when the 5-alkyl guanidine ionic liquid is used in the carboxylation and cyclization reaction synthesis of the carbon dioxide and the anthranilonitrile, quinazoline-2,4(1H,3H)-diketone and derivatives thereof can be obtained in a relatively mild condition; the catalytic performance is good; the reaction condition is mild; and the postprocessing is easy. Meanwhile, the 5-alkyl guanidine ionic liquid can be used as a solvent and a catalyst; the use of a large quantity of organic solvent is avoided; and the 5-alkyl guanidine ionic liquid has important significance on researching medicinal chemistry and compounds of medical intermediates.

Description

technical field [0001] The invention relates to the technical field of liquid catalysts and applications, in particular to a pentaalkylguanidine ionic liquid and its preparation and application in carbon dioxide reaction. Background technique [0002] The rapid development of industry consumes a large amount of fossil energy, and the emission of carbon dioxide increases year by year. The problem of global warming is becoming more and more serious, which has brought great harm to human existence. Therefore, it is very important to reasonably control the emission of carbon dioxide and effectively capture and utilize carbon dioxide. significance. With the deepening of carbon dioxide research, it is regarded as renewable C 1 Resource synthesis of high value-added chemicals has become a green synthesis approach that can achieve both environmental protection and energy and resource conservation. At the beginning of the 21st century, a method for the reaction of carbon dioxide an...

Claims

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Application Information

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IPC IPC(8): C07C279/04C07C277/08C07C51/41C07C53/10B01J31/02B01J31/04C07D239/96
CPCC07C279/04B01J31/0279B01J2231/4283C07C51/412C07C277/08C07D239/96C07C53/10
Inventor 吴海虹盛治政吴鹏
Owner EAST CHINA NORMAL UNIVERSITY
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