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

Preparation method of prulifloxacin

A technology of prulifloxacin and reaction kettle, applied in the direction of organic chemistry and the like, can solve the problems of difficulty in source and storage, poor reactivity and effect, low reactivity, etc., and achieves the advantages of industrialized production, easy operation, and high activity in the preparation process. Effect

Active Publication Date: 2015-04-29
SICHUAN KELUN PHARMA RES INST CO LTD
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] 4-Chloromethyl-5-methyl-1,3-dioxolone-X can be of the following chemical formula 4-chloromethyl-5-methyl-1,3-dioxole Diketone-Cl (DMDO-Cl), 4-Chloromethyl-5-methyl-1,3-dioxolepentane-Br (DMDO-Br), 4-Chloromethyl-5-methanol Any of the three substances of base-1,3-dioxolanedione-I (DMDO-I), among which DMDO-Cl is easy to obtain, but the reactivity and effect are poor
But it also has the characteristics of low reactivity
DMDO-I has the best reactivity, but has disadvantages such as source and storage difficulties

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 prulifloxacin
  • Preparation method of prulifloxacin
  • Preparation method of prulifloxacin

Examples

Experimental program
Comparison scheme
Effect test

experiment example 1

[0017] Experimental Example 1: Comparative Experiment

[0018] 1. Prepare prulifloxacin with reference to the method reported in the literature Chem.Pharm.Bull.43(11)1872-1877,1995

[0019] DMDO-Cl (2.26g, 15.2mmol) was dissolved in 5.5ml of DMF, sodium bromide (3.08g, 30.3mmol) was added, stirred at 303K for 1 hour, 11ml of acetone was added, the reaction was continued for 1 hour, the reaction liquid was filtered, and the filtrate was decompressed Acetone was removed, and this solution contained 14.1 mmol of DMDO-Br. Compound II (5.00g, 11.6mmol) was put into 32ml of DMF, the above DMDO-Br solution was added, potassium bicarbonate (2.69g, 26.9mmol) was added within 10 minutes, stirred at 304K for 3 hours, and then the reaction solution was poured into 120ml of ice water, Precipitate was precipitated, filtered, and vacuum-dried to obtain 4.80 g of crude prulifloxacin, with a yield of 89.7% and a purity of 89.9%.

[0020] 2. Reference Chem.Pharm.Bull.43 (11) 1872-1877, 1995 r...

Embodiment 1

[0033] DMDO-Cl (2.24g, 15.1mmol) was dissolved in 5.5ml of DMF, sodium iodide (3.28g, 22.0mmol) was added, stirred at 303K for 1 hour, 11ml of acetone was added, and stirring was continued for 1 hour. Add 32ml of DMF, compound II (5.00g, 11.6mmol), potassium bicarbonate (2.69g, 26.9mmol) to the reaction solution, stir at 293K for 3 hours, then pour the reaction solution into 120ml of ice water, precipitate out, filter, and dry in vacuo to obtain 4.93g prulifloxacin crude product, the yield is 92.1%, and the purity is 94.2%.

Embodiment 2

[0035] DMDO-Cl (6.44g, 43.4mmol) was dissolved in 16ml of DMF, sodium iodide (8.87g, 59.2mmol) was added, stirred at 303K for 1 hour, 30ml of acetone was added, and stirring was continued for 1 hour. Add 90ml DMF, compound II (15.00g, 34.8mmol) to the solution, add DIPEA (5.28g, 39.6mmol) dropwise within 10 minutes, stir at 304K for 1 hour, then pour the reaction solution into 120ml ice water, precipitate out, filter, vacuum Dry to obtain 14.83g of prulifloxacin crude product, the yield is 92.3%, and the purity is 94.3%.

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 synthetic method of prulifloxacin, comprising the steps of: stirring DMDO-Cl and sodium iodide in an organic solvent, carrying out a one-pot reaction of the unseparated reaction liquid, a compound 2 and alkali substances to obtain the prulifloxacin. The synthetic method of the invention is advantaged in that the raw material DMDO-Cl used in the invention is cheap, easily available, and easily stored and transported, the prulifloxacin synthesized by the method has high yield, increased purity, and the operation is convenient.

Description

technical field [0001] The invention relates to a new preparation method of quinolone antibacterial drugs, in particular to a preparation method of prulifloxacin. Background technique [0002] Prulifloxacin is a fluoroquinolone antibacterial drug jointly developed by Nippon Shinyaku Co., Ltd. and Meiye Zhika Co., Ltd. It was first launched in Japan in 2002. This product has broad-spectrum antibacterial activity, the antibacterial activity against Staphylococcus aureus is similar to ofloxacin (ofloxacin), greater than ciprofloxacin (ciprofloxacin), the activity against streptococcus is 5 times greater than ofloxacin, and the activity against large intestine The activity of bacilli is equivalent to that of ciprofloxacin, and its antibacterial activity against Klebsiella pneumoniae, Serratia marcescens, and Pseudomonas aeruginosa is 2 to 3 times greater than that of ciprofloxacin and ofloxacin, and it can be used clinically to treat pneumonia , Acute and chronic bronchitis, ph...

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): C07D513/04
Inventor 张翔李明验黄耀宗
Owner SICHUAN KELUN PHARMA RES INST CO LTD
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