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

Preparation method of cefquinome sulfate

A technology of cefquinome sulfate and cefquine hydroiodide, which is applied in the field of preparation of cefquinome sulfate, can solve the problems of low total yield, unstable product color and the like, and achieves increased solubility, easy deprotection and mild conditions Effect

Active Publication Date: 2013-04-10
PU LIKE BIO ENG
View PDF0 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In these known synthetic methods, the total yield of its cefquinome sulfate mostly yields about 50%, and the total yield is lower, and the product color is unstable

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
  • Preparation method of cefquinome sulfate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 1) preparation of cefquinome hydroiodic acid

[0029] Add 1300g of dichloromethane, 150g of iodotrimethylsilane (equivalent to 0.77mol), 114g of 2,3-cyclohexylpyridine (equivalent to 0.75mol), and 46g of cefotaxime (equivalent to 0.1mol) in a 3000ml three-necked flask in sequence , warming up to reflux, sampling once every half an hour (silica gel GF254 thin-layer plate monitors the conversion of cefotaxime, using ethyl acetate: methanol: water = 1: 4: 1 as developing agent) until the reaction of cefotaxime is complete, and the reflux ends , cooled to -4~-6°C in an ice-salt bath, dropwise added hydroiodic acid (a mixture of 150g potassium iodide and 650ml 2M hydrochloric acid, prepared in advance), and kept the temperature below 0°C, and the dropwise addition was completed in about 20~30 minutes. HPLC detection conversion rate ≥ 90%. Keep frozen for 6 hours, fully crystallize, filter with suction, wash and dry.

[0030] 2) preparation of cefquinome sulfate

[0031] A...

Embodiment 2

[0033] 1) preparation of cefquinome hydroiodic acid

[0034] Add 3000g of dichloromethane, 404g of iodotrimethylsilane (equivalent to 2.0mol), 297g of 2,3-cyclohexylpyridine (equivalent to 2.0mol), and 92g of cefotaxime (equivalent to 0.2mol) in a 5000ml three-necked flask. , warming up to reflux, sampling once every half an hour (silica gel GF254 thin-layer plate monitors the conversion of cefotaxime, using ethyl acetate: methanol: water = 1: 4: 1 as developing agent) until the reaction of cefotaxime is complete, and the reflux ends , cooled to -4~-6°C in an ice-salt bath, dropwise added hydroiodic acid (a mixture of 150g potassium iodide and 650ml 2M hydrochloric acid, prepared in advance), and kept the temperature below 0°C, and the dropwise addition was completed in about 20~30 minutes. HPLC detection conversion rate ≥ 90%. Keep frozen for 6 hours, fully crystallize, filter with suction, wash and dry.

[0035] 2) preparation of cefquinome sulfate

[0036] Add 800g of to...

Embodiment 3

[0038] 1) preparation of cefquinome hydroiodic acid

[0039] Add 700 g of dichloromethane, 40 g of iodotrimethylsilane (equivalent to 0.2 mol), 30 g of 2,3-cyclohexylpyridine (equivalent to 0.2 mol), and 46 g of cefotaxime (equivalent to 0.1 mol) into a 3000 ml three-necked flask in sequence , warming up to reflux, sampling once every half an hour (silica gel GF254 thin-layer plate monitors the conversion of cefotaxime, using ethyl acetate: methanol: water = 1: 4: 1 as developing agent) until the reaction of cefotaxime is complete, and the reflux ends , cooled to -4~-6°C in an ice-salt bath, dropwise added hydroiodic acid (a mixture of 150g potassium iodide and 650ml 2M hydrochloric acid, prepared in advance), and kept the temperature below 0°C, and the dropwise addition was completed in about 20~30 minutes. HPLC detection conversion rate ≥ 90%. Keep frozen for 6 hours, fully crystallize, filter with suction, wash and dry.

[0040] 2) preparation of cefquinome sulfate

[0041...

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 method for synthesizing cefquinome sulfate and relates to a preparation method of a medicament for animals. The preparation method comprises the following steps: taking cefotaxime, 2,3-cyclohexyl pyridine and trimethyliodosilane as initial raw materials; preparing cefotaxime hydriodate from the cefotaxime; carrying out decoloring and silica column chromatography on the cefotaxime; and reacting the treated cefotaxime with sulphuric acid to prepare a cefquinome sulfate product. Compared with the prior art, the invention has the advantages of high yield of products, stable production quality and suitability for industrial production.

Description

【Technical field】 [0001] The invention relates to a preparation method of animal medicine, in particular to a preparation method of cefquinome sulfate. 【Background technique】 [0002] Cefquinol (Cefquinome) is the first animal-specific fourth-generation cephalosporin antibiotic developed and developed by German Hoechst Animal Health Products Company. It has a wide antibacterial spectrum and strong antibacterial activity. Both Gram-positive bacteria and Gram-negative bacteria have strong antibacterial activity; its kinetic characteristics are excellent, fast absorption, short peak time, high bioavailability, and can reach higher tissue concentrations in lungs, breasts and other tissues ; Cefquinol has low toxicity and less residues in the edible tissues of animals. The clinical application is its sulfate, which has been widely used abroad in the clinical treatment of respiratory infections in pigs and cattle and mastitis in dairy cows. Therefore, it has broad application pr...

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 Patents(China)
IPC IPC(8): C07D501/46C07D501/04
Inventor 刘兴金张许科侯林
Owner PU LIKE BIO ENG
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