Synthesis process of palmatine and its salts

A synthesis method and reaction technology, applied in the field of artificial synthesis technology, can solve the problems that are not conducive to the medical benefits of palmetine, social benefits, economic benefits, the contradiction between resources and medical medication, and the lack of research on the artificial synthesis of palmetine, etc., to achieve The effect of reduced impurity content, low production cost, and stable and reliable products

Inactive Publication Date: 2006-02-15
余娟
View PDF0 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] So far, since the only source of rhubarb is the rhizome of rhubarb, although the curative effect is good and the amount of clinical medication is increasing, there is also a predatory collection of resources, which makes it difficult for the damaged rhubarb community to recover. The growing conflict between resources and medical use
Further exploitation of rhubarb vine will cause greater damage to the ecology, which is not conducive to exerting the medical, social and economic benefits of rhubarb
Despite the passage of decades, the artificial synthesis of palmatine is still very little

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
  • Synthesis process of palmatine and its salts
  • Synthesis process of palmatine and its salts
  • Synthesis process of palmatine and its salts

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Palmatine was synthesized according to the following steps:

[0039] a. Etherification: Add 170g of catechol (97.1% content, 1.5mol) to 500mL of water and 126g (3.15mol) of sodium hydroxide into a 1000mL dropping funnel in turn, and stir to completely dissolve the catechol to obtain sodium catechol solution; add 427mL (4.5mol) of dimethyl sulfate and 12g (0.037mol) of bromotetrabutylamine into a 2000mL autoclave, start stirring, heat up to 110°C, and use a plunger pump to dissolve the above-mentioned catechol The sodium solution was poured into the autoclave at a constant speed for 8 hours to react. After the feeding was completed, the temperature was kept at 110°C for another 2 hours. 169g of refined o-dimethoxybenzene was obtained, the gas layer analysis content was 98.87%, and the yield was 79.72%;

[0040] b. Chloromethylation: Add 31g of o-dimethoxybenzene (99% content, 0.24mol) and 7.7g (0.085mol) of paraformaldehyde into a 250mL three-necked bottle, and stir bet...

Embodiment 2

[0052] Palmatine was synthesized according to the following steps:

[0053] a, etherification: operation is the same as embodiment 1, get catechol 170g, wherein the batching ratio of catechol, sodium hydroxide, dimethyl sulfate and benzalkonium chloride is 1: 2.5: 2.1 by molar ratio: 0.08; Obtain 171g of refined o-dimethoxybenzene, gas layer analysis content 98.1%, yield 79.13%;

[0054] B, ethyl cyanation: operation is the same as in Example 1, get 31g of o-dimethoxybenzene, wherein o-dimethoxybenzene, paraformaldehyde, hydrochloric acid, phosphorus trichloride, sodium cyanide, benzalkonium bromide, The proportioning ratio of sodium hydroxide is 1: 0.5: 3.0: 1.5: 1.8: 0.1: 0.04 by molar ratio; 34.3g of o-dimethoxyphenylacetonitrile is obtained, and the content of o-dimethoxyphenylacetonitrile is 96.5%. 77%.

[0055] C, hydrogenation: operation is the same as embodiment 1, get 125g of o-dimethoxyphenylacetonitrile, wherein o-dimethoxyphenylacetonitrile, liquefied ammonia, me...

Embodiment 3

[0059] Preparation of palmatine hydrochloride:

[0060] Palmatine hydrochloride (that is, palmatine, also known as rhubarb): add 30 grams of palmatine (6) to the reaction bottle, add water to dissolve it, add 2 grams of activated carbon, and decolorize at 80-98 ° C for 27-30 minutes , hot filtration, pour the filtrate into the calculated amount of 10% HCl60ml, stir, cool to below 15°C, place it for more than 4 hours, filter, wash the filter cake with cold water several times, drain it, and dry it below 80°C Mating hydrochloride 28.5g, content 96.8%, weight yield is 95%.

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 synthesis process of palmatine and its salts mainly comprising the following steps, (1) etherification, preparation of o-dimethoxybenzene, (2) acetonitrilizaiton, preparation of methylenedioxy benzene acetonitrile, (3) hydrogenization, preparation of o-dimethoxy-phenethylamine, (4) condensation, preparation of condensate hydrochlorates, (5) recondensation, preparation of palmatine, (6) preparation of corresponding salts from palmatine with related acids.

Description

Technical field: [0001] The invention relates to an artificial synthesis process of plant-derived antibacterial and anti-inflammatory active ingredient palmatine and its salts. Background technique: [0002] Palmatine is an alkaloid contained in vines, and its hydrochloride is called palmitine (also known as emodin, Fibranine, palmitine hydrochloride, palmatine hydrochloride, Palmatine) was developed in Yunnan Province from 1970 to 1972 It is a plant antibiotic unearthed from Pingbian Miao Autonomous County during the years of Chinese herbal medicine. The original medicinal material——Fibraurea tinctoria Lour., a plant of the family Fangjiceae, is used in folks for dyeing cloth, trauma infection, and chronic ulcers caused by sores. Palmatine hydrochloride generally refers to palmatine hydrochloride, which is easily soluble in hot water, soluble in water, and slightly soluble in polar organic solvents such as ethanol. Free palmatine is more soluble in organic solvents. Ther...

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): C07D455/03
Inventor 任扬帆
Owner 余娟
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