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4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal i and preparation method thereof

A technology of pyrrolidine acetamide and racemate, which is applied in the field of 4-hydroxy-2-oxo-1-pyrrolidine acetamide medicine and achieves the effects of high purity, significant curative effect and mild control conditions

Active Publication Date: 2013-06-26
CHONGQING RUNZE PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But there is no relevant report on the racemate crystal form of 4-hydroxy-2-oxo-1-pyrrolidineacetamide

Method used

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  • 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal i and preparation method thereof
  • 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal i and preparation method thereof
  • 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal i and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Dissolve 50mg of the crude racemate of 4-hydroxy-2-oxo-1-pyrrolidineacetamide in anhydrous methanol, stir overnight, filter, put the solution in a desiccator, and evaporate the solvent to obtain colorless transparent crystals , yield 82%, purity 99.4%.

[0047] The crude product of 4-hydroxyl-2-oxo-1-pyrrolidineacetamide racemate of the present invention is synthesized according to the following steps, and its purity is 98.5%:

[0048] (a) Add 139.6g of glycine ethyl ester hydrochloride into 1100ml of anhydrous ether, cool to -6°C and blow in 27.2g of ammonia gas to free glycine ethyl ester hydrochloride into glycine ethyl ester, wherein glycine ethyl ester hydrochloride Salt: anhydrous ether: 1mol of ammonia: 1100ml: 1.6mol;

[0049] (b) Add 336ml of absolute ethanol, 67.2g of sodium bicarbonate, and 166.6g of 4-chloro-3-hydroxy-butyric acid ethyl ester dropwise to the above product. The adding time is 1.8 hours. React at 72°C for 22 hours;

[0050] (c) Filtration, ...

Embodiment 2

[0054] Dissolve 100mg of the crude racemate of 4-hydroxy-2-oxo-1-pyrrolidineacetamide in 95% ethanol, stir overnight, filter, put the solution in a desiccator, and evaporate the solvent to obtain colorless transparent crystals , yield 85%, purity 99.2%.

Embodiment 3

[0056] Dissolve 50 mg of the crude racemate of 4-hydroxy-2-oxo-1-pyrrolidineacetamide in isopropanol, stir overnight, filter, and place the solution in a desiccator to evaporate the solvent to obtain colorless transparent crystals , yield 87%, purity 99.2%.

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Abstract

The invention relates to 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal I which is prepared according to the following steps of: dissolving a crude 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate product into a micromolecular alcohol solvent till supersaturation; heating at 38-42 DEG C, and overnight stirring to obtain suspended deposits; and filtering and drying to obtain a crystal. The 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal I disclosed by the invention has high purity of 99.5% and achieves outstanding curative effect on curing corresponding diseases by being used for a drug; the preparation method of the 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal I has the advantages of simpleness, moderate control condition and low production cost; and the prepared 4-hydroxy-2-oxo-1-pyrrolidine acetamide racemate crystal I has the advantages of high purity of 99.5% and ideal yield of 90% and is very suitable for large-scale industrialized production.

Description

[0001] The present invention is the application number 201110230079.3, the application date is August 11, 2011, and the invention name is "4-hydroxy-2-oxo-1-pyrrolidineacetamide racemate crystal form I and its preparation method" Divisional application. technical field [0002] The invention relates to 4-hydroxy-2-oxo-1-pyrrolidineacetamide medicine, in particular to 4-hydroxy-2-oxo-1-pyrrolidineacetamide racemate crystal form I and a preparation method thereof. Background technique [0003] 4-Hydroxy-2-oxo-1-pyrrolidineacetamide is a new generation of brain metabolism improving drugs, pyrrolidone (cyclic GABOB) derivatives, piracetam analogs, can promote the synthesis of phosphorylcholine and o-acethanolamine , promote brain metabolism, stimulate specific central nervous pathways through the blood-brain barrier, and improve intelligence and memory. It has a good curative effect on cerebrovascular disease, brain injury, brain tumor (postoperative), intracranial infection...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/273
Inventor 叶雷
Owner CHONGQING RUNZE PHARM CO LTD
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