Meclofenoxatum preparation method

A technology for meclofenxetil hydrochloride and quaternary ammonium salt, which is applied in the preparation of organic compounds, chemical instruments and methods, preparation of amino hydroxy compounds, etc., can solve the problems of impurities exceeding the standard, unsuitable for control, and difficult to remove, and improves the yield. , avoid residue and decomposition, improve the effect of utilization

Active Publication Date: 2013-01-16
SHANGHAI WANXIANG PHARMA
View PDF6 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since DMF is a high-boiling solvent (b.p.=153°C), it is not easy to remove in actual production and is easy to decompose in distillation, resulting in excessive impurities in the product, which are not suitable for control, and this patent document uses a class of solvents—benzene, which has carcinogenic effects. It is no longer suitable for use in the production of current raw material drugs

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Meclofenoxatum preparation method
  • Meclofenoxatum preparation method
  • Meclofenoxatum preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Put 230g (1.23mol) of p-chlorophenoxyacetic acid and 23g (0.23mol) of triethylamine into 600ml of toluene in a three-necked 1L reaction flask, add 163g (1.37mol) of thionyl chloride under stirring at room temperature, and then raise the temperature to 70°C Keep warm for 30 minutes, continue to heat up to 100°C, keep the temperature between 70~100°C, add 113g (1.27mol) of dimethylaminoethanol, keep warm for 2 hours after the dropwise addition, recover the solvent until dry, add 250g of isopropanol to heat Dissolve, add appropriate amount of activated carbon to decolorize, filter, cool and stir to precipitate 289.5g of white crystals, yield: 82.5%, melting point 138~141°C is the product meclofenoxate hydrochloride. The structure was confirmed by infrared spectroscopy (IR (KBr) δ: 2940, 1740, 1580, 1490, 1380, 1090, 810, 710cm-1)

[0029] The reaction equation is as follows:

[0030]

[0031] 4-chlorophenoxyacetic acid, dimethylaminoethanol Meclofenoxate hydrochloride ...

Embodiment 2

[0033] Put 230g (1.23mol) of p-chlorophenoxyacetic acid and 31.8g (0.25mol) of N,N-diisopropylethylamine into 600ml of toluene, add 163g (1.37mol) of thionyl chloride under stirring at room temperature, and then raise the temperature to 75 Keep warm at ℃ for 30 minutes, continue to heat up to 100℃, keep the temperature between 70~100℃, add 113g (1.27mol) of dimethylaminoethanol, keep warm for 2 hours after the dropwise addition, recover the solvent until dry, add 250g of absolute ethanol Heat to dissolve, add appropriate amount of activated carbon to decolorize, filter, cool and stir to precipitate 290.1g of white crystals, yield: 82.3%, melting point 137~140℃.

Embodiment 3~ Embodiment 14

[0035] Except that the process parameters of embodiment 3~embodiment 14 are listed in table 1, all the other are with embodiment 1.

[0036] Process parameter, product purity and yield of table 1 embodiment 3~embodiment 12

[0037]

[0038] Note: The amount of each component above is relative to the molar amount of p-chlorophenoxyacetic acid

[0039] As can be seen from Table 1, the process parameters adopted in Examples 4, 5, 6, 10, 11 and 12 fall within the scope according to the present invention, that is: p-chlorophenoxyacetic acid, nitrogen-containing organic base, chlorinated The molar ratio of sulfone and dimethylethanolamine is 1:0.15~0.25:1.1~1.25:1.00~1.10 These examples have achieved good yields, the product yields are all above 80%, and the melting point is 137~141°C. Meet the requirements of Chinese Pharmacopoeia 2010 edition.

[0040] And embodiment 3,7,8,9,13,14 are inferior to embodiment 4,5,6,10,11 and 12 aspect melting point and yield because process par...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention belongs to the field of chemical synthesis and provides a meclofenoxatum preparation method. The meclofenoxatum is also called as meclofenoxate and is one of widely applicable central stimulants. In the meclofenoxatum preparation method, salt is obtained by esterifying by one-step method, and the process is improved by the phase transfer catalytic method. The meclofenoxatum preparation method is few in side products, mild in reaction conditions, easy to control, low in cost, easy to realize industrialization and high in production capacity and provides an environment-friendly meclofenoxatum synthesis way, raw materials are easy to obtain, and products obtained are high in purity, stable in quality and accord with pharmacopeia provision.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a preparation method of meclofenoxate hydrochloride, a central nervous stimulant. Background technique [0002] Meclofenoxatum (Meclofenoxatum) is also known as chlorophenoxyacetate hydrochoride, and its chemical name is 2-(dimethylamino)ethyl 4-chlorophenoxyacetate hydrochoride. Its chemical structure is as follows: [0003] [0004] Meclofenoxate hydrochloride can promote the oxidation-reduction process of cells, enhance the utilization of carbohydrates, and regulate the metabolism of nerve cells. It is widely used in the treatment of cerebral coma, traumatic brain injury, disturbance of consciousness caused by stroke, Alzheimer's disease, and mental retardation in children. One of the central stimulants. [0005] At present, there are two production processes adopted at home and abroad. One is to reflux esterify p-chlorophenoxyacetic acid and dimethylaminoetha...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07C219/06C07C213/06
Inventor 袁相富张崇东华晨声瞿亮
Owner SHANGHAI WANXIANG PHARMA
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap