Method for producing m-chlorobenzoyl chloride

A technology for the production of chlorobenzoyl chloride, which is applied in the field of producing m-chlorobenzoyl chloride, can solve the problems of high cost of raw materials, and achieve the effects of reduced production cost, high yield, and safe and convenient operation

Inactive Publication Date: 2013-05-08
YIXING BRANCH OF SHANDONG SHENGONG CHEM GROUPCO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The second process is simple, but the cost of raw materials is high, because m-chlorotoluene is obtained by reducing m-nitrotoluene to obtain m-toluidine, and then it is prepared by diazotization and hydrolysis methods with many wastes and difficult to handle.

Method used

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  • Method for producing m-chlorobenzoyl chloride
  • Method for producing m-chlorobenzoyl chloride
  • Method for producing m-chlorobenzoyl chloride

Examples

Experimental program
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Effect test

Embodiment 1

[0029] Add 400 grams of m-nitrotoluene, 3 grams of catalyst pyridine, and 1 gram of catalyst N,N-dimethylformamide (DMF) into a 500 ml three-necked flask, and heat the material to 180 degrees under ultraviolet light irradiation. Keep flowing chlorine continuously and slowly in the bottle at 180 degrees for 8 hours, then continue to pass chlorine at 200 degrees for 30 hours, with a total chlorine consumption of 885 grams. Obtain 496.3 grams of chloride, and through gas chromatography analysis, the content of m-chlorobenzoyl chloride is 92.3%. Chloride was hydrolyzed and crystallized in xylene to obtain 386 grams of m-chlorobenzoic acid. The m-chlorobenzoic acid was reacted with thionyl chloride and rectified to obtain 408 grams of m-chlorobenzoyl chloride with a content of 99.58%.

Embodiment 2

[0031] Add 111 grams of m-nitrotoluene and 1 gram of catalyst pyridine into a 250 milliliter three-necked flask, and heat the material to 180 degrees under ultraviolet light irradiation. Keep flowing chlorine continuously and slowly for 13 hours in the bottle at 180 degrees, then continue to pass chlorine for 20 hours at 200 degrees, with a total chlorine consumption of 230 grams. Obtain 136.5 grams of chloride, and through gas chromatography analysis, the m-chlorobenzoyl chloride content is 91.5%.

Embodiment 3

[0033] Add 800 kg of m-nitrotoluene and 6 kg of catalyst pyridine into a 1000-liter glass-lined reaction pot, and heat the material to 150 degrees under ultraviolet light irradiation. Continue to pass chlorine continuously at 150 degrees for 1 hour, then continue to pass chlorine at 180 degrees for 10 hours, and continue to pass chlorine at 200 degrees for 30 hours, with a total chlorine consumption of 1820 kg. Obtain 1016 kilograms of chlorides, through gas chromatography analysis, m-chlorobenzoyl chloride content is 86.7%. The chloride was hydrolyzed, acid chlorinated and rectified to obtain 848.5 kg of m-chlorobenzoyl chloride with a content of 99.71%.

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Abstract

The invention relates to a method for producing m-chlorobenzoyl chloride, in which m-nitrotoluene is used as raw material, pyridine, pyridinium salt, pyridine derivative containing halogen and fat groups on a ring, salt thereof and N, N-dimethylformamide and salt thereof are used as catalysts, and substitution reaction between the m-nitrotoluene and chlorine is carried out at ordinary pressure and the temperature of 120-220 DEG C to obtain more than 90 percent m-chlorobenzoyl chloride crude. The chloride is directly hydrolyzed to obtain m-chlorobenzoic acid which is then reacted with thionyl chloride and rectified to obtain high-purity m-chlorobenzoyl chloride. The invention directly takes the m-nitrotoluene as the raw material, the m-chlorobenzoyl chloride is obtained via chlorination bychlorine with the catalysts under UV-irradiation, and hydrolysis is further carried out to obtain the m-chlorobenzoic acid. Each step of reaction is carried out under a relatively mild technological condition. The invention has the advantages of low cost and high yield and product purity, by-product hydrochloric acid and dilute nitric acid can both be used. Three wastes are not generated, energy is saved, and environment is protected.

Description

technical field [0001] The invention belongs to the manufacturing method of chemical products for medicine and pesticide intermediates in the chemical raw material and chemical product manufacturing industry, and particularly relates to a method for producing the existing product m-chlorobenzoyl chloride. Background technique [0002] m-Chlorobenzoyl chloride is mainly used in the fields of medicine, pesticide, dye intermediate, biochemical industry and catalyst, etc., and can be used to synthesize intermediates of racloratadine, amphetamine, etc., and the herbicide carboxyfen. In addition, the chlorine on the ring of m-chlorobenzoyl chloride can be replaced by fluorine to generate fluorine-containing compounds, which are important intermediates for a new generation of medicines, pesticides, dyes and organic chemical products. The two m-chlorobenzoyl chloride and m-chlorobenzoic acid can be easily converted into each other. [0003] At present, the production of m-chloroben...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C63/70C07C51/58C07C51/60B01J31/02
CPCY02P20/10
Inventor 左识之李洋
Owner YIXING BRANCH OF SHANDONG SHENGONG CHEM GROUPCO
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