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Method for preparing 4-hydroxylethylpyrrolidone-2-acetamide

A technology for hydroxypyrrolidone and acetamide, which is applied in the field of preparing 4-hydroxypyrrolidone-2-acetamide, can solve the problems that the purity cannot be fully used in medicine, cannot meet industrial scale production, and the product components are complicated, etc., and achieve cheap raw materials, The effect of low cost and easy availability of raw materials

Inactive Publication Date: 2010-04-14
SUZHOU HOPE TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This technology makes use cheaper or easier-to-produce ingredients that can be used at very small scales without being expensive enough. It also allows for better control over how much material was produced compared with previous methods while still maintaining high yields per unit area (g/m2). Overall this results in improved products made from these ingredient sources.

Problems solved by technology

The technical problem addressed by this patented technology relates to how to efficiently produce high-purity products from an intermediate compound called 2-oxopyrrolidine acrylamides that can be easily converted into various medications like oxiprasimod or other drugs without causing unwanted side effects such as unpredictable changes during chemical synthesis processes.

Method used

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  • Method for preparing 4-hydroxylethylpyrrolidone-2-acetamide
  • Method for preparing 4-hydroxylethylpyrrolidone-2-acetamide

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Embodiment 1

[0029] 1, preparation of

[0030] Add 500 ml of ethanol and 84.80 g (0.5 mol, purity 97%) of ethyl chloroacetoacetate into the reactor. The mixture was cooled to 3-8°C while stirring, and 6.75 g (0.125 mol) of potassium borohydride was added to react for 6 hours. Concentrate under reduced pressure to remove the solvent, and then rectify to obtain 75.30 g of ethyl chlorohydroxybutyrate, the content of gas chromatography analysis is 97.35%, and the yield is 88.05%.

[0031] 2, preparation of

[0032] At room temperature, the product synthesized in the previous step was dissolved in 450ml of ethanol, and aminoacetonitrile hydrochloride 40.70g (0.44mol, purity 98.5%) and anhydrous sodium carbonate 46.65g (0.44 mol), after the addition, the temperature was raised to 65°C, and then heated to 80-85°C after 4 hours of heat preservation and reaction, and kept stirring and refluxed for 6 hours, and obtained by liquid chromatography analysis The solid residue in the reaction solu...

Embodiment 2

[0036] 1, preparation of

[0037] Add 500 ml of ethanol and 84.80 g (0.5 mol, purity 97%) of ethyl chloroacetoacetate into the reactor. The mixture was cooled to 3-8°C while stirring, and 6.75 g (0.125 mol) of potassium borohydride was added to react for 6 hours. Concentrate under reduced pressure to remove the solvent, and then rectify to obtain 74.30 g of ethyl chlorohydroxybutyrate, the content of gas chromatography analysis is 97.45%, and the yield is 86.97%.

[0038] 2, preparation of

[0039] At room temperature, the product obtained in the previous step synthesis was dissolved in 450ml of ethanol, and aminoacetonitrile sulfate 45.68g (0.435mol, purity 98.5%) and anhydrous sodium carbonate 46.10g (0.435mol) were added in batches to this mixed solution while stirring. ), heated up to 65°C after adding, heated to 80-85°C after 4 hours of heat preservation reaction, and kept stirring and refluxed for 6 hours, and obtained by liquid chromatography analysis After cool...

Embodiment 3

[0043] 1, preparation of

[0044] Add 500 ml of ethanol and 84.80 g (0.5 mol, purity 97%) of ethyl chloroacetoacetate into the reactor. The mixture was cooled to 10-15°C while stirring, and 6.75 g (0.125 mol) of potassium borohydride was added to react for 6 hours. Concentrate under reduced pressure to remove the solvent, and then rectify to obtain 70.80 g of ethyl chlorohydroxybutyrate, the content of gas chromatography analysis is 97.05%, and the yield is 82.53%.

[0045] 2, preparation of

[0046] At room temperature, the product synthesized in the previous step was dissolved in 450ml of ethanol, and aminoacetonitrile hydrochloride 38.20g (0.413mol, purity 98.5%) and anhydrous sodium carbonate 43.78g (0.413 mol) was added and the temperature was raised to 65°C, and then heated to 80-85°C after 4 hours of heat preservation and reaction, and kept stirring and refluxed for 6 hours, and obtained by liquid chromatography analysis After cooling to room temperature, the so...

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Abstract

The invention discloses a method for preparing oxiracetam (4-hydroxylethylpyrrolidone-2-acetamide) used for improving brain functions. The method comprises the following steps: taking chloroacetoacetic ester and aminoacetonitrile hydrochloride (aminoacetonitrile sulphate) as raw materials, and conducting the steps such as hydrogenation, substitution, cyclization and the like on the chloroacetoacetic ester, and finally synthesizing and obtaining the objective product; and the preparation method has the advantages that the price of the raw materials is cheap and the materials are easy to obtain, the cost is low, the technical process is simple, and compared with the prior art, the yield rate is higher, the product quality is better, thus being more suitable for the industrialized scale production.

Description

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Claims

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Application Information

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Owner SUZHOU HOPE TECH
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