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

Synthesis method of 2-chloro-5-chloromethyl pyridine

A technology for the synthesis of chloromethylpyridine and a synthesis method, which is applied in the field of synthesis of 2-chloro-5-chloromethylpyridine, can solve the problems of high production cost, many wastes, and long reaction routes, and achieve less wastes and low comprehensive cost , improve the effect of selectivity

Active Publication Date: 2018-01-26
NANJING REDSUN BIOCHEM CO LTD +1
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Whether it is the pyridine ring route or the cyclization route, there are problems such as long reaction route, high production cost, and many wastes.

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 method of 2-chloro-5-chloromethyl pyridine
  • Synthesis method of 2-chloro-5-chloromethyl pyridine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] PdCl 2 / Al 2 o 3 (0.83%PdCl 2 ) catalyst preparation:

[0025] 100g alumina carrier (spherical, diameter 2mm, BET: 200m 2 / g), added to 150gPd 2+ Immerse in 0.333% palladium chloride aqueous solution at room temperature for 24 hours, dry at 110°C, and roast at 250°C for 5 hours to obtain PdCl 2 0.83% PdCl loading 2 / Al 2 o 3 catalyst.

[0026] Chlorination reaction:

[0027] Get 20g of the PdCl prepared above 2 / Al 2 o 3 The catalyst was added to a quartz tube reactor with a length of 20 cm and a diameter of 2.4 cm. The height of the catalyst bed was 8 cm. Turn on the resistance wire and heat until the temperature of the catalyst layer was stable at 250 ° C. -Methylpyridine (flow rate 10g / h, temperature 200°C), mixed with chlorine gas (flow rate 200mL / min), enters the catalyst layer for chlorination reaction, the residence time is 5s, and the reaction temperature automatically rises to 280°C±2°C After maintaining stability, the reaction system reached a st...

Embodiment 2

[0029] The operation method and process conditions are the same as in Example 1, except that the flow rate of the chlorine gas introduced is changed to 350mL / min, and the yield of the product 2-chloro-5-chloromethylpyridine is 49.5%.

Embodiment 3

[0031] The operation method and process conditions are the same as in Example 1, except that the nitrogen flow rate is changed to 400mL / min, and the yield of the product 2-chloro-5-chloromethylpyridine is 51.8%.

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

PropertyMeasurementUnit
diameteraaaaaaaaaa
diameteraaaaaaaaaa
lengthaaaaaaaaaa
Login to View More

Abstract

The invention discloses a synthesis method of 2-chloro-5-chloromethyl pyridine. After 3-methylpyridine is vaporized, nitrogen is taken as carrier gas and mixed with chlorine, mixed gas is introduced into a tubular reactor containing a supported palladium chloride catalyst for a chlorination reaction, and 2-chloro-5-chloromethyl pyridine is obtained. 3-methylpyridine and chlorine are taken as raw materials, the supported palladium chloride catalyst is used, and 2-chloro-5-chloromethyl pyridine is obtained through a one-step reaction. The reaction speed can be increased, the target product selectivity is advantageously improved, and the molar yield of 2-chloro-5-chloromethyl pyridine reaches about 50%. Few three wastes are produced during reaction, precious metal palladium used during the reaction is easy to recover, and the comprehensive cost is lower.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a synthesis method of 2-chloro-5-chloromethylpyridine. Background technique [0002] 2-Chloro-5-chloromethylpyridine (CCMP) is a key intermediate in the synthesis of imidacloprid, acetamiprid, nitenpyram and other pesticides, and is a research hotspot in the field of fine chemicals at home and abroad. [0003] The synthetic routes of CCMP mainly include two categories. The first category is the pyridine ring route using 3-picoline or its derivatives as the starting material, including: ① Oxidation method: using 3-picoline as raw material, oxidation, phosphorus oxychloride chlorination, chlorine chlorine Synthesis of CCMP; ② diazotization method: use 3-methylpyridine as raw material to react with sodium amide to synthesize 2-amino-5-methylpyridine, and then carry out diazotization and chlorination reaction to obtain CCMP. The second type is the cyclization route, suc...

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): C07D213/61B01J27/13B01J29/44
Inventor 陈洪龙慕灯友陈新春薛谊杨成蒋剑华王福军
Owner NANJING REDSUN BIOCHEM 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