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Method for preparing 3-acetamido-5-acetylfuran from chitin monomer N-acetylglucosamine

A technology of acetylfuran and acetylamino, which is applied in the field of preparing 3-acetylamino-5-acetylfuran from chitin monomer N-acetylglucosamine, which can solve the problems of limited total amount and achieve the effect of broadening the application field

Inactive Publication Date: 2020-03-13
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Most of the fuels and chemicals needed for the production and life of human society come from fossil resources such as petroleum, coal, and natural gas, but these resources are non-renewable resources and the total amount is limited

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Example 1 Take 100mg of N-acetylglucosamine, 200mg of tetramethylguanidinium chloride ionic liquid and 100mg of boric acid in a round bottom flask, add 10mL of N-methylpyrrolidone, and place in a constant temperature oil bath at 180°C under normal pressure reflux conditions Heat, stir and reflux for 60min. After the reaction is completed and cooled to room temperature, filter at normal temperature and pressure, and extract several times with ethyl acetate. After vacuum distillation, 3-acetylamino-5-acetylfuran is obtained. Use high-performance liquid chromatography to detect its content, and return to standard The yield calculated by the equation can reach 55.57%.

Embodiment 2

[0019] Example 2 Take 100mg of N-acetylglucosamine, 200mg of tetramethylguanidinium chloride ionic liquid and 100mg of boric acid in a round bottom flask, add 10mL of N,N-dimethylformamide, and place in a constant temperature oil bath under normal pressure reflux conditions Heat, stir and reflux at 180°C for 60 minutes in the pot. After the reaction is completed and cooled to room temperature, filter at normal temperature and pressure, and extract several times with ethyl acetate. After vacuum distillation, 3-acetylamino-5-acetylfuran is obtained. Use high-performance liquid chromatography to detect its content, and return to standard The yield calculated by the equation can reach 9.85%.

Embodiment 3

[0020] Example 3 Take 100mg of N-acetylglucosamine, 200mg of tetramethylguanidinium chloride ionic liquid and 100mg of boric acid in a round bottom flask, add 10mL of N,N-dimethylacetamide, and place in a constant temperature oil bath under normal pressure reflux conditions Heat, stir and reflux at 180°C for 60 minutes in the pot. After the reaction is completed and cooled to room temperature, filter at normal temperature and pressure, and extract several times with ethyl acetate. After vacuum distillation, 3-acetylamino-5-acetylfuran is obtained. Use high-performance liquid chromatography to detect its content, and return to standard The yield calculated by the equation can reach 35.07%.

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PUM

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Abstract

3-acetamido-5-acetylfuran is an important platform compound, and is a precursor for preparing fine chemicals; a large amount of chitin exists in nature and chitin is natural and renewable; and N-acetylglucosamine taking as a monomer of chitin has a promising application prospect. According to the invention, N-acetylglucosamine is used as a raw material, an ionic liquid is taken as a catalyst, a small amount of a metal salt and boric acid are added as cocatalysts, N, N-dimethylacetamide is used as a solvent to efficiently convert N-acetylglucosamine under normal-pressure reflux condition to obtain 3-acetamido-5-acetylfuran, the conversion process is realized by one-step method, a reaction system is green and efficient, and research in the field of chitin biomass is widened.

Description

technical field [0001] The invention belongs to the field of biomass conversion, and uses renewable biomass chitin monomer N-acetylglucosamine to convert 3-acetylamino-5-acetylfuran, using N-methylpyrrolidone as a solvent and tetramethylguanidine chloride The ionic liquid is used as a catalyst, boric acid and metal salt are added as cocatalysts, and N-acetylglucosamine is directly converted into 3-acetylamino-5-acetylfuran through an atmospheric pressure reflux device. Background technique [0002] Most of the fuels and chemicals needed for the production and life of human society come from fossil resources such as petroleum, coal, and natural gas, but these resources are non-renewable resources and the total amount is limited. Due to the excessive exploitation and unreasonable use of human beings, it has also caused serious environmental and resource crises, such as global warming, air pollution, and resource depletion. Therefore, the development of green, economical and r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/66B01J31/26B01J31/02
CPCC07D307/66B01J31/0279B01J21/02B01J27/138B01J27/10B01J31/26B01J35/19
Inventor 臧洪俊王娇焦硕磊尚帧杜延楠丁宏颖常誉泷
Owner TIANJIN POLYTECHNIC UNIV
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