Check patentability & draft patents in minutes with Patsnap Eureka AI!

Synthesis process of hydroxybenzene sulfonate compound

A technology of dobesilate and synthesis process, which is applied in the preparation of sulfonate and organic chemistry, and can solve the problems of structure and synthesis method that have not been reported in literature.

Inactive Publication Date: 2020-03-17
江西博雅欣和制药有限公司
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At the same time, we also found that if there are alcohol solvents and strong acidic substances, the calcium dobesilate intermediate - dobesilic acid will have a side reaction with them to generate dobesilate compound impurities, which are A novel compound whose structure and synthesis method have not been reported in the literature

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 hydroxybenzene sulfonate compound
  • Synthesis process of hydroxybenzene sulfonate compound
  • Synthesis process of hydroxybenzene sulfonate compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1, the preparation of methyl dobesylate

[0031] Add 400g of methanol, 200g of hydroxybenzenesulfonic acid, and 18g of concentrated sulfuric acid into a 1000ml four-necked reaction flask, start stirring and heating, and raise the temperature to 60-70°C for 12 hours. After the reaction was completed, excess methanol was evaporated under reduced pressure, 400g of water was added, extracted 4 times with ethyl acetate (200ml / time), the combined organic phase was washed with 100ml of saturated edible salt water, and the organic phase was then rotary evaporated to recover the solvent, and the resulting yellow-brown The residue was separated by staged column chromatography with developing solvents ethyl acetate and petroleum ether in different proportions to obtain 20 g of ethyl dobesilate with higher purity.

Embodiment 2

[0032] Embodiment 2, the preparation of ethyl dobesylate

[0033] Add 600g of ethanol, 100g of dobensulfonic acid, and 9g of concentrated sulfuric acid into a 1000ml four-necked reaction flask, start stirring and heating, and raise the temperature to 75-85°C for 18 hours. After the reaction was completed, excess ethanol was evaporated under reduced pressure, 400g of water was added, extracted 4 times with ethyl acetate (200ml / time), the combined organic phase was washed with 100ml of saturated salt water, and the organic phase was rotary evaporated to recover the solvent, and the resulting yellow-brown The residue was separated by staged column chromatography with developing solvents ethyl acetate and petroleum ether in different proportions to obtain 17 g of ethyl dobesilate with higher purity.

Embodiment 3

[0034] Embodiment 3, the preparation of isopropyl dobesilate

[0035] Add 800g of isopropanol, 200g of hydroxybenzenesulfonic acid, and 9g of concentrated sulfuric acid into a 1000ml four-necked reaction flask, start stirring and heating, and raise the temperature to 80-90°C for 20 hours. After the reaction was completed, excess isopropanol was evaporated under reduced pressure, 400g of water was added, extracted 4 times with ethyl acetate (200ml / time), the combined organic phase was washed with 100ml of saturated edible salt water, and the organic phase was rotary evaporated to recover the solvent, and the obtained The yellow-brown residue was separated by column chromatography in different proportions with developing solvents ethyl acetate and petroleum ether to obtain 8 g of refined ethyl dobesilate with higher purity.

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 hydroxybenzene sulfonate compound and a synthesis process thereof. The process is characterized by: taking hydroxybenzene sulfonic acid as the raw material, carrying out esterification with methanol, anhydrous ethanol, isopropanol and other fatty alcohols respectively, and conducting concentration, extraction and column chromatography separation to obtain a hydroxybenzenesulfonate compound. The synthetic route and the structure of the target compound are not reported yet in literature at present, therefore the compound is a breakthrough invention, can be prepared into a reference substance as a genotoxic impurity, and can be used for quality standard research of calcium dobesilate to improve the product quality.

Description

technical field [0001] The invention relates to a method for synthesizing dobesilate compounds, an impurity that may be produced during the production of calcium dobesilate, a drug for treating microvascular diseases, and belongs to the technical field of drug synthesis. Background technique [0002] The chemical name of calcium dobesilate is 2,5-dihydroxybenzenesulfonate calcium, which was first listed by the French company Carroin in 1971. It is clinically used as a microvascular circulation improver, which can reduce capillary hyperpermeability and reduce blood hyperactivity. Viscosity, reduce the high activity of platelets, thereby reducing retinal exudation, hemorrhage, and reduce microvascular tumors, etc. It is mainly used for the prevention and treatment of various diseases caused by microvascular circulation disorders, especially in diabetic nephropathy. Good application prospects. It was included in the European Pharmacopoeia in 1997 and the British Pharmacopoeia ...

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): C07C303/28C07C309/75
CPCC07C303/28C07C309/75
Inventor 王建邓斐冷志
Owner 江西博雅欣和制药有限公司
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com