Fibriuretinin synthesis method

A synthetic method, the technology of palmatine, applied in the direction of organic chemistry, etc., can solve the problems of harsh reaction conditions and lengthy synthetic routes, and achieve the effect of simple synthetic conditions, simple synthetic process and few steps

Active Publication Date: 2011-05-04
YUNNAN PHYTOPHARML
View PDF2 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This type of reaction has a relatively lengthy synthetic

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
  • Fibriuretinin synthesis method
  • Fibriuretinin synthesis method
  • Fibriuretinin synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 1) Preparation of o-dihydroxy berberine hydrochloride:

[0029] In a 250mL three-necked flask equipped with a stirrer and a reflux condenser, 5g of berberine hydrochloride was sequentially added, dissolved in 40mL of methanol, 0.05g of phase transfer catalyst TEBA was added, and 2g of anhydrous aluminum trichloride was added, and dripped under nitrogen protection. Add 2g of pyridine, stir for 10 minutes, and heat to reflux for 4h. The reaction solution was slowly poured into an appropriate amount of ice water, and stirred at the same time, acidified, left to stand, a yellow precipitate was produced, filtered with suction, the filter cake was recrystallized with 70% ethanol and activated carbon, filtered with suction, and dried in a vacuum oven ( The temperature is not more than 60° C.) to obtain 3.5 g of the product o-dihydroxy berberine hydrochloride with a yield of 73.2%.

[0030] Take berberine hydrochloride and dissolve it with an appropriate amount of methanol as ...

Embodiment 2

[0035] 1) Preparation of o-dihydroxy berberine hydrochloride:

[0036] In a 250mL three-necked flask equipped with a stirrer and a reflux condenser, 10g of berberine hydrochloride was added successively, dissolved in 80mL of methanol, 0.1g of phase transfer catalyst TEBA was added, and 4g of anhydrous aluminum trichloride was added. 2.5g of pyridine was added dropwise, and after stirring for 10 minutes, it was heated to reflux for 5h. The reaction solution was slowly poured into an appropriate amount of ice water, and stirred at the same time, acidified, stood still, a yellow precipitate was produced, filtered with suction, the filter cake was recrystallized with 80% ethanol and activated carbon, filtered with suction, and dried in a vacuum oven ( The temperature does not exceed 60° C.) to obtain 6.9 g of the product o-dihydroxy berberine hydrochloride with a yield of 72.9%.

[0037] Take berberine hydrochloride and dissolve it with an appropriate amount of methanol as a refe...

Embodiment 3

[0041] 1) Preparation of o-dihydroxy berberine hydrochloride:

[0042] In a 500mL three-necked flask equipped with a stirrer and a reflux condenser, 15g of berberine hydrochloride was sequentially added, dissolved in 150mL of methanol, 0.2g of a phase transfer catalyst TEBA was added, and 6g of anhydrous aluminum trichloride was added, and dripped under the protection of xenon Add 3g of pyridine, stir for 10 minutes, and heat to reflux for 6h. The reaction solution was slowly poured into an appropriate amount of ice water, and stirred at the same time, acidified, left standing, a yellow precipitate was produced, filtered with suction, the filter cake was recrystallized with 90% ethanol and activated carbon, filtered with suction, and dried in a vacuum oven ( The temperature does not exceed 60° C.) to obtain 9.8 g of the product o-dihydroxy berberine hydrochloride with a yield of 73.1%.

[0043] Take berberine hydrochloride and dissolve it with an appropriate amount of methano...

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 relates to a fibriuretinin synthesis method. The method takes berberine hydrochloride as a starting material and comprises the following steps: selectively carrying out decomposition reaction on methylenedioxy of the berberine hydrochloride to obtain ortho-dyhydroxyl berberine hydrochloride; carrying out methylation reaction on hydroxyl of the ortho-dyhydroxyl berberine hydrochloride and dimethyl sulfate, recrystallizing, and adding hydrochloric acid to regulate pH value to obtain the target product, i.e. fibriuretinin. The fibriuretinin synthesis method has less synthesis steps, simple technology, and high total yield of 49.3% and the raw materials are easy to collect, so as to reduce cost, improve production efficiency and contribute a new synthesis method for fibriuretinin chemosynthesis industrialization.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a synthetic method of palmatine. Background technique [0002] Palmatine, also known as rhubarb, palmatine hydrochloride, etc. (its chemical structure is as follows figure 1 Shown), this product is yellow needle-like crystal, odorless, very bitter taste. Chloride, yellow needle-like crystal (water), melting point 198-201°C (decomposition), extremely bitter taste, easily soluble in hot water, slightly soluble in water, slightly soluble in ethanol and chloroform, almost insoluble in ether. [0003] At present, palmatine preparations are widely used clinically. For example, palmatine has broad-spectrum antibacterial and antiviral effects, significantly increases the multiple pharmacological effects of leukocyte phagocytosis of bacteria, and has good anti-inflammatory and immune-enhancing effects. As a clinical drug, palmatine is mainly used for clearing heat and det...

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
IPC IPC(8): C07D455/03
Inventor 郭文李俊
Owner YUNNAN PHYTOPHARML
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