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Preparation method for 2-chloro-5-chloromethyl pyridine

A technology of chloromethylpyridine and C-25, which is applied in the field of preparation of 2-chloro-5-chloromethylpyridine, can solve the problems of environmental hazards, untreated waste water or high treatment cost and high COD

Active Publication Date: 2013-08-28
NANKAI UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, there are obvious disadvantages in this synthetic route: 1. A large amount of N, N-dimethylformamide, referred to as DMF, is needed in the two steps of chlorination addition and cyclization, and every ton of 2-chloro-5-chloro The picoline needs to consume 1-1.2 tons of DMF; 2. A large amount of waste water is produced, 10 tons of high-concentration waste water is produced per ton of 2-chloro-5-chloropicoline, and the COD in the waste water is as high as 180,000-200,000 mg / liter
Wastewater contains a large amount of decomposition products of DMF and part of DMF, and also contains a large amount of phosphorus-containing compounds; 3. The generated wastewater cannot be treated or the treatment cost is extremely high
[0005] At present, the output of imidacloprid in my country reaches 20,000 tons per year, and most of them are produced by the cyclopentadiene-acrolein route. Nearly 20,000 tons of DMF or its decomposition products are discharged to the environment every year, and nearly 200,000 tons per year High-concentration phosphorus-containing wastewater is discharged into the environment, which has caused great harm to the environment. The Chinese government pays special attention to it, requiring companies to rectify within a time limit, and the state also invests funds in technical research

Method used

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  • Preparation method for 2-chloro-5-chloromethyl pyridine
  • Preparation method for 2-chloro-5-chloromethyl pyridine
  • Preparation method for 2-chloro-5-chloromethyl pyridine

Examples

Experimental program
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Effect test

Embodiment 1

[0022] Embodiment 1 Chlorination addition reaction

[0023] Middle III and DMF are mixed at a molar ratio of 1:0.1, and chlorine gas is introduced to control the internal temperature to be stable between -5°C and 0°C until the temperature of the system stops rising, and the color of the system changes from colorless to yellow-green. The chlorine passing time is about 5 hours. Raise the external temperature to 25°C and keep it warm for 30 minutes. Raise the temperature to 40°C, feed nitrogen to drive away the dissolved chlorine in the system, and obtain a DMF solution of IV in chloride;

Embodiment 2

[0024] Embodiment 2 Chlorination addition reaction

[0025] Middle III and DMF are mixed at a molar ratio of 1:0.3. After mixing, chlorine gas is introduced to control the internal temperature to be stable between -5°C and 0°C until the temperature of the system stops rising and the color of the system changes from colorless to yellow. Green, the chlorine passing time is about 5 hours. Raise the external temperature to 25°C and keep it warm for 30 minutes. Raise the temperature to 40°C, feed nitrogen to drive away the dissolved chlorine in the system, and obtain a DMF solution of IV in chloride;

Embodiment 3

[0026] Embodiment 3 Chlorination addition reaction

[0027] Middle III and DMF are mixed at a molar ratio of 1:0.5, and chlorine gas is introduced to control the internal temperature to be stable between -5°C and 0°C until the temperature of the system stops rising, and the color of the system changes from colorless to yellow-green. The chlorine passing time is about 5 hours. Raise the external temperature to 25°C and keep it warm for 30 minutes. Raise the temperature to 40°C, feed nitrogen to drive away the dissolved chlorine in the system, and obtain a DMF solution of IV in chloride;

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Abstract

A process for preparing 2-chloro-5-chloromethylpyridine shown as Fig. 1 is disclosed.

Description

technical field [0001] The invention relates to a preparation method of 2-chloro-5-chloromethylpyridine. technical background [0002] 2-Chloro-5-chloromethylpyridine is an important intermediate of pesticides and pharmaceuticals. For example: 2-chloro-5-chloromethylpyridine is an important intermediate in the synthesis of important neonicotinoid insecticides imidacloprid, thiacloprid, acetamiprid, nitenpyram, etc., such as European patents EP247477, EP296453, EP685477 , EP235725, EP315826, EP192060, EP244777, EP0386565, EP580553, EP1031566, JP62292765, JP8259568, JP8291171, JP7242633, etc. There are many ways to synthesize 2-chloro-5-chloromethylpyridine. For example, 3-picoline oxidation, selective chlorination route, benzylamine-propionaldehyde route, morpholine-propionaldehyde route, cyclopentadiene-acrolein route. At present, 3-picoline oxidation and selective chlorination routes are mainly used in foreign countries. Most domestic manufacturers mainly use the cyclope...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/61
CPCC07D213/61
Inventor 邹小毛李引红陈森傅翠蓉邹国亮
Owner NANKAI UNIV