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Method for preparing corresponding cyanophenyl by benzyl chloride derivative ammoxidation

An ammonia oxidation method and a derivative technology, which are applied in the preparation of hydrocarbon ammoxidation, organic chemistry, etc., can solve the problems of long production process, difficult production control, energy waste, etc., to improve industrial production efficiency, easier production control, and reduce industrial production. cost effect

Pending Publication Date: 2020-06-05
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] To sum up, the ammoxidation method overcomes the shortcomings of the traditional industrial production process such as long process and large pollution, and is a very promising alternative process for industrialization; however, the catalyst components required by this method are extremely complex, and the catalyst activity and stability need to be further improved. And high temperature air ammonia oxidation is required, resulting in difficult production control and high cost
Among them, the fixed bed catalyst has a higher yield, but there are problems such as amplification effect and low catalyst utilization rate; the fluidized bed catalyst has a higher utilization rate and overcomes the amplification effect, but the temperature required for ammonia oxidation is higher, resulting in extreme energy consumption. big waste

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] In a 150 mL autoclave, 1.6 g of 3-chlorobenzyl chloride, 40 mL of ammonia water, 1.66 g of potassium iodide and 6.84 g of periodate were added. After sealing the reaction kettle, start stirring, and replace with nitrogen three times. The temperature was raised to 70° C., the reaction time was 9 h, the reaction pressure was 0.2 MPa, and the yield of 3-chlorobenzonitrile was 99.1%.

Embodiment 2

[0019] In a 150 mL autoclave, 1.6 g of 4-chlorobenzyl chloride, 40 mL of ammonia water, 1.66 g of potassium iodide, and 6.84 g of periodic acid were added. After sealing the reaction kettle, start stirring, and replace with nitrogen three times. The temperature was raised to 70° C., the reaction time was 9 h, the reaction pressure was 0.2 MPa, and the yield of 4-chlorobenzonitrile was 98.2%.

Embodiment 3

[0021] In a 150 mL autoclave, 2 g of 2-chlorobenzyl chloride, 40 mL of ammonia water, 1.66 g of potassium iodide, and 6.84 g of periodic acid were added. After sealing the reaction kettle, start stirring, and replace with nitrogen three times. The temperature was raised to 60° C., the reaction time was 9 h, the reaction pressure was 0.2 MPa, and the yield of 2-chlorobenzonitrile was 97.1%.

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PUM

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Abstract

The invention discloses a method for preparing corresponding cyanophenyl by benzyl chloride derivative ammoxidation. According to the method, a cheap iodine-containing substance is adopted for clean oxidation conversion, a benzyl chloride derivative is used as a raw material, the iodine-containing substance is used as a catalyst, an oxidizing agent and the like are added in the reaction process, and the corresponding cyanophenyl is prepared through an ammonia oxidation one-step method. The invention relates to the method for preparing corresponding cyanophenyl by using a benzyl chloride derivative ammoxidation method. The method comprises the following steps: by taking a benzyl chloride derivative as a raw material, an iodine-containing substance as a catalyst and ammonia water as a solvent and an ammonia source, adding an oxidant, and carrying out an ammoxidation reaction for 0.1-18 hours under the back pressure of 0.01-0.5 MPa in a high-pressure kettle at 20-150 DEG C to obtain a product cyanophenyl; wherein the molar ratio of the benzyl chloride derivative to the ammonia to the catalyst to the oxidizing agent is 1:(0.01-10): (0.01-10):(0.01-10).

Description

technical field [0001] The present invention relates to a kind of method for preparing benzonitrile, more specifically relate to a kind of method for preparing corresponding benzonitrile by ammoxidation of benzyl chloride derivative. Background technique [0002] Benzyl chloride derivatives are important precursors for synthetic transformations, especially in the synthesis of esters, amides, carboxylic acids, amines, and nitrogen-containing heterocycles, which have been widely used in agrochemicals, pharmaceutical chemicals, and functional The synthesis of material chemical intermediates, such as 2,6-dichlorobenzonitrile, can be widely used in the production of 2,6-difluorobenzonitrile, 2,6-difluoroaniline, grass mol, flubenzuron, etc. Moreover, 2,6-dichlorobenzonitrile itself is an excellent herbicide, showing excellent inhibitory effect on annual and perennial weeds. There are many ways to synthesize benzonitrile. At present, industrial production mostly uses benzyl chlor...

Claims

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Application Information

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IPC IPC(8): C07C253/28C07C255/50
CPCC07C253/28C07C255/50
Inventor 刘定华赵晓龙李松跃刘晓勤孙林兵
Owner NANJING UNIV OF TECH