Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for synthesizing leonurine

A technology of leonurine and leonurine, which is applied in the field of leonurine synthesis, can solve the problems of low yield, poor economy and high production cost, and achieves the effects of high atomic economy, convenient operation and simple method

Active Publication Date: 2016-04-13
安徽省科学技术研究院
View PDF9 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because its content in motherwort is very low, accounting for only 0.01% to 0.12% of the dry weight of the whole herb, and the extraction and refining process is quite cumbersome, time-consuming, low yield, and consumes a large amount of organic solvents, so the production cost is high, and it is not necessary. Conducive to environmental protection
[0003] There are many reports on the synthesis of motherwortine in the literature, but the atom economy of the reported methods is very poor, and most of them adopt the Gabriel amine synthesis method to obtain motherwortine. The economical efficiency of this synthetic amine method is very poor, resulting in The waste of a large amount of reagents is unfavorable for the large-scale preparation of leonurine

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
  • Method for synthesizing leonurine
  • Method for synthesizing leonurine
  • Method for synthesizing leonurine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] (1) Synthetic reaction of alkoxy oxime

[0046] Put the 250mL flask in an ice bath at 0°C, add 2M HCl (100mL), and then slowly add 2,3-dihydrofuran (10g, 140mmol) shown in formula I dropwise to the stirring In the above flask, continue to stir for 30 min after the dropwise addition, then take out the flask, and stir the reaction at room temperature for 2 hours; remove the solvent under reduced pressure, dissolve the resulting crude product in ethanol (100 mL), add pyridine (12.9 mL, 0.16 mol) and O -Methylhydroxylamine hydrochloride (12.53g, 0.15mol), heated to reflux for reaction, after 2h, remove ethanol under reduced pressure, dissolve with dichloromethane, wash with water, dry the organic phase with magnesium sulfate, filter, remove the solvent under reduced pressure A yellow liquid product 4-hydroxybutyl-O-methyloxime (16.5 g) was obtained, the structural formula of which is shown in Formula II.

[0047] The reaction formula of this step is shown in formula (1). ...

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 discloses a method for synthesizing leonurine. The method is characterized in that raw material 2,3-dihydrofuran undergoes the alkoxy oxime synthesis reaction, obtained product 4-hydroxyl butyl-O-methyl oxime and carbalkoxy syringic acid undergo the esterification and oxime reduction reaction to obtain herba leonuri amine, and the herba leonuri amine reacts with S-methylisothiourea to obtain leonurine. The reaction process atom economy is good, the excessive use of a reagent is avoided, the environmental pollution is reduced, and the method is high in yield and easy to operate.

Description

technical field [0001] The invention relates to a method for synthesizing leonurine. Background technique [0002] Leonurine, the scientific name is 3,5-dimethoxy-4-hydroxy-benzoic acid (4-guanidino)-1-butyl ester, and the common one is its hydrochloride hydrate. Extracted from the leaves of Leonurus sibiricus L., or the whole grass of L. heterophyllus Sweet and L. artemisia. Leonurine has the functions of promoting blood circulation and removing stasis, promoting diuresis and reducing swelling. Pharmacological studies have shown that motherwortine has the effects of directly expanding peripheral blood vessels, increasing blood volume, anti-platelet aggregation, and reducing blood viscosity. It has a protective effect on acute myocardial ischemia and is expected to become a good drug for the treatment of cardiovascular system diseases. At present, motherwort is mainly obtained by extraction and separation. Because its content in motherwort is very low, accounting for only...

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): C07C279/08C07C277/08
CPCC07C213/02C07C249/04C07C249/12C07C277/08C07C279/08C07C219/14C07C251/38
Inventor 赵辉苏多猛吕杨陈世金王凯
Owner 安徽省科学技术研究院
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com