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Thiazole amino acid salt type ionic liquid and preparation method thereof

A technology of amino acid salt type and ionic liquid, which is applied in the field of thiazole amino acid salt type ionic liquid and its preparation, can solve the problems of poor biocompatibility and lack, and achieve the effects of low cost, short reaction time and good conductivity

Inactive Publication Date: 2011-08-17
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the relatively lack of basic research in the prior art, the resulting product has poor biocompatibility, the technical problem to be solved by the present invention is to provide a novel thiazole amino acid salt type ionic liquid and its preparation method

Method used

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  • Thiazole amino acid salt type ionic liquid and preparation method thereof
  • Thiazole amino acid salt type ionic liquid and preparation method thereof
  • Thiazole amino acid salt type ionic liquid and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0072] Preparation of 3-butyl-4-methyl-5-(2-hydroxyethyl)thiazole glycinate-type ionic liquid.

[0073] Weigh 28.64g (0.20mol) of 4-methyl-5-(2-hydroxyethyl)thiazole and 18.51g (0.20mol) of 1-chlorobutane, add 30ml acetonitrile as solvent, mix in 100ml there-necked flask, Under vigorous stirring, heat for 48 hours and keep the temperature at 80°C. After the reaction is over, evaporate the solvent with a rotary evaporator, wash with 20ml of acetone, and dry to obtain 42.14g of brown viscous liquid, which is 3-butane Base-4-methyl-5-(2-hydroxyethyl)thiazole hydrochloride; Weigh 23.58g (0.10 mol) and 100g of pure water, mix evenly and flow through the anion exchange column, wash with pure water after the dropwise addition, collect the alkaline washing solution, extract three times with 60ml ethyl acetate, remove ethyl acetate by rotary evaporation, and use 20ml acetone After washing and drying, 21.08g viscous liquid was obtained, which was 3-butyl-4-methyl-5-(2-hydroxyethyl)thia...

Embodiment 2

[0076] Preparation of 3-butyl-4-methylthiazole glycinate-type ionic liquid.

[0077] Weigh 19.83g (0.20mol) of 4-methylthiazole and 27.77g (0.30mol) of 1-chlorobutane, add 40ml of acetonitrile as a solvent, mix them in a 100ml three-necked flask, heat for 8 hours under vigorous stirring, and keep the temperature At 75°C, after the reaction is over, evaporate the solvent with a rotary evaporator, wash with 30ml of acetone, and dry to obtain 35.56g of brown viscous liquid, which is 3-butyl-4-methylthiazole hydrochloride ; Weigh 19.17g (0.10mol) of 3-butyl-4-methylthiazole hydrochloride and 100g of pure water, flow through the anion exchange column after uniform mixing, wash with pure water after the addition, and collect the alkaline washing solution , after extracting three times with 100ml ethyl acetate, the ethyl acetate was removed by rotary evaporation, washed with 30ml acetone, and after drying, 17.12g viscous liquid was obtained, which was 3-butyl-4-methylthiazole hydroxi...

Embodiment 3

[0080] Preparation of 3-hydroxyethyl-4-methylthiazole glycinate-type ionic liquid.

[0081] Weigh 19.83g (0.20mol) of 4-methylthiazole and 32.20g (0.40mol) of 2-chloroethanol, add 40ml of acetonitrile as a solvent, mix them in a 100ml three-necked flask, and heat for 24 hours under vigorous stirring, keeping the temperature at 55°C, after the reaction is over, use a rotary evaporator to evaporate the solvent, wash with 30ml acetone, and dry to obtain 32.78g of brown viscous liquid, which is 3-hydroxyethyl-4-methylthiazole hydrochloride ; Weigh 17.97g (0.10mol) of 3-hydroxyethyl-4-methylthiazole hydrochloride and 100g of pure water, flow through the anion exchange column after uniform mixing, wash with pure water after the addition, and collect the alkaline washing After extracting three times with 30ml of ethyl acetate, the ethyl acetate was removed by rotary evaporation, washed with 20ml of acetone, and dried to obtain 15.88g of viscous liquid, namely 3-hydroxyethyl-4-methylt...

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Abstract

The invention relates to a thiazole amino acid salt type ionic liquid and a preparation method thereof. The ionic liquid has the structural general formula of A<+>B<->, wherein A<+> has a structural general formula containing R1, R2 and R3, and R1, R2 and R3 in the general formula comply to the following rules: (a) at least containing one carbon atom; and (b) at most containing 20 carbon atoms; and B<-> is one of amino acid anions. The preparation method comprises the following steps of: preparing a thiazole non-amino-acid-salt-type ionic liquid; converting the thiazole non-amino-acid-salt-type ionic liquid into a thiazole hydroxide type ionic liquid through anion exchange reaction; and performing neutralization reaction between amino acid and the thiazole hydroxide type ionic liquid to prepare the thiazole amino acid salt type ionic liquid. The thiazole amino acid salt type ionic liquid which has the advantages of environmental friendliness, diversity, strong dissolvability, biocompatibility and the like is a new generation of ionic liquid which is more environmentally friendly and greener and has wide application prospects in pharmaceutical chemistry, organic chemistry and industrial chemistry.

Description

technical field [0001] The invention relates to a chemical product and its preparation technology, in particular to a thiazole amino acid salt type ionic liquid and its preparation method. Background technique [0002] Today, when environmental protection and sustainable utilization of resources have attracted much attention, green chemistry is an inevitable trend of chemical development and one of the important directions of chemical development in the 21st century. The traditional chemical reaction and separation process has caused serious pollution to the environment due to the use of a large amount of volatile organic solvents. Green chemistry aims at the source and characteristics of pollution by designing new routes, finding green alternative compounds and raw materials, and selecting efficient catalysts. Prevent pollution from occurring at the source. It is an important content of green chemistry to develop alternative media for volatile solvents and reduce environme...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/24C07D277/22C07C229/08C07C227/18
Inventor 臧洪俊王清凯杨芳程博闻宋俊
Owner TIANJIN POLYTECHNIC UNIV
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