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Method for preparing 2,6-dichlorobenzonitrile by 2,6-dichlorobenzyl ammonioiodination

A technology of dichlorobenzylamine and dichlorobenzonitrile, which is applied in the field of preparation of chemical raw material 2,6-dichlorobenzonitrile, can solve the problems of long route, low total yield and high production cost of the hydroxamoximation method, Achieve the effects of improving industrial production efficiency, no by-product pollution, and reducing industrial costs

Active Publication Date: 2022-07-05
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0017] In summary, the hydroxaminoximation route is relatively long, the energy consumption required for the reaction is large, the catalyst is more, more by-products are produced in the chlorination process, and the total yield is low; the 2,6-dichlorotoluene ammoxidation method The required catalyst components are extremely complex, and the synthesis steps are relatively cumbersome, resulting in high production costs; the preparation process of the catalyst required by the 2,6-dichlorobenzyl ammoxidation method is complicated, the production process is difficult to control, and the energy consumption is relatively high

Method used

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  • Method for preparing 2,6-dichlorobenzonitrile by 2,6-dichlorobenzyl ammonioiodination
  • Method for preparing 2,6-dichlorobenzonitrile by 2,6-dichlorobenzyl ammonioiodination
  • Method for preparing 2,6-dichlorobenzonitrile by 2,6-dichlorobenzyl ammonioiodination

Examples

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Embodiment 1

[0031] In a 150 mL hydration kettle, 2 g of 2,6-dichlorobenzyl chloride, 60 mL of ammonia water, 7.62 g of iodine elemental substance, and 0.6 g of cetyltrimethylammonium chloride were added. After the reactor was sealed, stirring was started, and nitrogen was used to replace it three times. The temperature was raised to 70°C, and the reaction time was 9h, and the yield of 2,6-dichlorobenzonitrile was 97.7%.

Embodiment 2

[0033]In a 150 mL hydration kettle, 2 g of 2,6-dichlorobenzyl chloride, 60 mL of ammonia water, 7.62 g of iodine elemental substance, and 0.6 g of tetramethylammonium chloride were added. After the reactor was sealed, stirring was started, and nitrogen was used to replace it three times. The temperature was raised to 70° C., the reaction time was 9 h, and the yield of 2,6-dichlorobenzonitrile was 97.5%.

Embodiment 3

[0035] In a 150 mL hydration kettle, 2 g of 2,6-dichlorobenzyl chloride, 60 mL of ammonia water, 7.62 g of iodine, and 7.25 g of ammonium iodide were added. After the reactor was sealed, stirring was started, and nitrogen was used to replace it three times. The temperature was raised to 70° C., the reaction time was 9 h, and the yield of 2,6-dichlorobenzonitrile was 97.4%.

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Abstract

The invention discloses a method for preparing 2,6-dichlorobenzonitrile by 2,6-dichlorobenzyl chloride ammonia iodination method. On the basis of comprehensive analysis of the method for preparing 2,6-dichlorobenzonitrile, the method utilizes The halogen element is cleaned and oxidatively converted, and a method for preparing 2,6-dichlorobenzonitrile by one-step ammonia iodination is proposed, using 2,6-dichlorobenzyl chloride as a raw material and using a halogen element as an oxidant. Compared with the traditional process, the method has the advantages of simple catalyst, low energy consumption, easier production control, no by-products, less environmental pollution, etc., thereby reducing industrial costs and improving industrial production efficiency from various aspects. The method for preparing 2,6-dichlorobenzonitrile by the 2,6-dichlorobenzyl chloride ammonia iodination method of the present invention uses 2,6-dichlorobenzyl chloride as the raw material, elemental iodine as the oxidant, and ammonia water as the raw material. Solvent, add catalyst, react in a hydration kettle at 20-150°C for 0.1-18h, and obtain 2,6-dichlorobenzonitrile after separation.

Description

technical field [0001] The invention relates to a method for preparing chemical raw material 2,6-dichlorobenzonitrile, and more particularly to a method for preparing 2,6-dichlorobenzonitrile by 2,6-dichlorobenzylamino iodination method. Background technique [0002] 2,6-Dichlorobenzonitrile is an important precursor for synthetic transformations, especially in the synthesis of esters, amides, carboxylic acids, amines and nitrogen-containing heterocycles. It has been widely used in the synthesis of agrochemicals, pharmaceutical chemicals and functional material chemical intermediates, and is widely used in the production of 2,6-difluorobenzonitrile, 2,6-difluoroaniline, oxalox, fluorine Diflubenzuron, etc. 2,6-Dichlorobenzonitrile is also an excellent herbicide, showing excellent inhibitory effect on annual and perennial weeds. [0003] There are many synthetic methods for 2,6-dichlorobenzonitrile, which can be divided into the following categories according to different r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/00C07C253/24C07C255/50
CPCC07C253/00C07C253/24C07C255/50
Inventor 刘定华赵晓龙李松跃刘晓勤孙林兵
Owner NANJING TECH UNIV
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