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Method for synthesizing 2, 5-dichlorobenzotrifluoride through continuous flow catalytic chlorination

A technology of dichlorotrifluorotoluene, stream synthesis, applied in chemical instruments and methods, organic chemistry, halogenated hydrocarbon preparation and other directions, to achieve the effects of stable product quality, stable production process and broad application prospects

Pending Publication Date: 2021-12-24
ASTATECH CHENGDU BIOPHARM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] There is no report of utilizing continuous flow microchannel reactor to prepare 2,5-dichlorotrifluorotoluene

Method used

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  • Method for synthesizing 2, 5-dichlorobenzotrifluoride through continuous flow catalytic chlorination
  • Method for synthesizing 2, 5-dichlorobenzotrifluoride through continuous flow catalytic chlorination
  • Method for synthesizing 2, 5-dichlorobenzotrifluoride through continuous flow catalytic chlorination

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Embodiment 1, utilize continuous flow reactor to synthesize the method for 2,5-dichlorobenzotrifluoride

[0037] The continuous flow reactor includes a gas-liquid mixing module, a reaction module, and a gas-liquid separation module connected in sequence. The reaction scheme is as follows:

[0038]

[0039] The reaction operates as follows:

[0040] Take 50g of o-chlorobenzotrifluoride, mix with 5g of ferric chloride and 0.5g of bromobenzene evenly, transport it into the gas-liquid mixing module through a metering pump, and the flow rate is 10mL / min; transport chlorine gas into the gas-liquid mixing module through a gas flow meter, The flow rate is 6L / min. After staying in the gas-liquid mixing module for 0.5 minutes, enter the reaction module for a full reaction. The residence time in the reaction module is 10 minutes, and the temperature of the gas-liquid mixing module and the reaction module is set to 0°C. Then enter the gas-liquid separation module to collect t...

Embodiment 2

[0042] Embodiment 2, utilize continuous flow reactor to synthesize the method for 2,5-dichlorobenzotrifluoride

[0043] Referring to the method of Example 1, 2,5-dichlorobenzotrifluoride was synthesized by using a continuous flow reactor, the only difference being that no cocatalyst bromobenzene was added. The GC purity of the pure 2,5-dichlorotrifluorotoluene obtained in Example 2 was 98.5%, and the yield was 55%.

Embodiment 3

[0044] Embodiment 3, utilize continuous flow reactor to synthesize the method for 2,5-dichlorobenzotrifluoride

[0045] Referring to the method of Example 1, 2,5-dichlorobenzotrifluoride was synthesized by using a continuous flow reactor, the only difference being that neither the catalyst ferric chloride nor the promoter ferric chloride was added. The GC purity of the pure 2,5-dichlorobenzotrifluoride obtained in Example 3 was 95.5%, and the yield was 34%.

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Abstract

The invention provides a method for synthesizing 2, 5-dichlorobenzotrifluoride through continuous flow catalytic chlorination, and belongs to the field of synthesis processes. According to the method, o-chlorobenzotrifluoride and chlorine are taken as raw materials, and the 2, 5-dichlorobenzotrifluoride is synthesized in a continuous flow reactor with high selectivity in the presence of a catalyst. Compared with the traditional method, the synthesis method disclosed by the invention has the advantages that the selectivity is higher, the generation of byproducts is greatly reduced, the reaction time is shortened, the production efficiency is improved, the 2, 5-dichlorobenzotrifluoride with high yield and high purity is obtained, and the industrial application prospect is very good.

Description

technical field [0001] The invention belongs to the field of synthesis technology, and in particular relates to a method for synthesizing 2,5-dichlorobenzotrifluoride by continuous flow catalytic chlorination. Background technique [0002] Sorafenib (sorafenib) is an oral multi-kinase inhibitor, it can target tumor cells and tumor blood vessel serine and (or) threonine and receptor tyrosine kinase, has the ability to inhibit tumor cell proliferation and blood vessel formed a dual role. The recommended dose for phase I clinical trials is 400mg, twice a day. Phase II and Phase III clinical trials have shown that Sorafenib has certain therapeutic effects on kidney cancer, liver cancer, melanoma and non-small cell lung cancer. FDA has approved Sorafenib for the treatment of kidney cancer and liver cancer. [0003] [0004] 2,5-Dichlorobenzotrifluoride (also known as 2,5-dichloro-α,α,α-benzotrifluoride or 2,5-dichlorotoluene trifluoride, CAS No.: 320-50-3) It is a key inter...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/12C07C17/383C07C25/13
CPCC07C17/12C07C17/383C07C25/13
Inventor 王银万里申茂陈振明陈林飞郭鹏
Owner ASTATECH CHENGDU BIOPHARM CORP
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