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Preparation method of 3-methyl-2-aminobenzoic acid

A technology of aminobenzoic acid and chlorobenzoic acid, which is applied in the preparation of carboxylate, the preparation of organic compounds, the preparation of halogenated hydrocarbons, etc., can solve the problems of high equipment requirements, high processing difficulty, high risk and the like, and achieves the preparation method. Simple, environmentally friendly, easy-to-operate effects

Active Publication Date: 2020-10-02
江苏超跃化学有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] For the 3-methyl-2-aminobenzoic acid existing in the prior art, the nitration reaction and hydrogenation reduction reaction in the preparation process are dangerous, and the nitration reaction has side reactions, which requires high equipment, a lot of sewage, and difficult treatment etc., the invention provides a method for preparing 3-methyl-2-aminobenzoic acid, the preparation process is simple, low cost and environmentally friendly

Method used

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  • Preparation method of 3-methyl-2-aminobenzoic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0025] (1) Put m-xylene into the reaction vessel, add ferric chloride, then pass in chlorine gas, react at 60°C, the obtained chlorinated solution is rectified, and 2-chloro-m-xylene is separated;

[0026] (2) Add 200 g of 2-chloro-m-xylene into the reaction vessel, add 160 g of acetic acid as a solvent, and 2 g of sodium acetate as a catalyst, raise the temperature to 90°C and add 200 g of hydrogen peroxide with a concentration of 30% by mass to react (the hydrogen peroxide is added slowly , the dropwise addition was completed in two hours), the reaction solution after the hydrogen peroxide dropwise addition was rectified under reduced pressure, and the acetic acid was separated and removed to obtain 231 g of 3-methyl-2-chlorobenzoic acid, with a yield of 95.2%;

[0027] (3) Add 200g of 3-methyl-2-chlorobenzoic acid into the reaction vessel, add 150g of DMSO, add 0.5g of catalyst cuprous chloride and 1.5g of sodium carbonate, and inject about 22g of ammonia gas at 130°C, Insu...

Embodiment 2

[0029] (1) Put m-xylene into the reaction vessel, add ferric chloride, then pass in chlorine gas, react at 60°C, the obtained chlorinated solution is rectified, and 2-chloro-m-xylene is separated;

[0030] (2) Add 200 g of 2-chloro-m-xylene into the reaction vessel, add 160 g of acetic acid as a solvent, 2 g of sodium acetate as a catalyst, raise the temperature to 90 ° C and add 193 g of hydrogen peroxide with a concentration of 30% by mass to react (the hydrogen peroxide is added slowly , the dropwise addition was completed in two hours), the reaction solution after the hydrogen peroxide dropwise addition was rectified under reduced pressure, and the acetic acid was separated and removed to obtain 231 g of 3-methyl-2-chlorobenzoic acid, with a yield of 94%;

[0031] (3) Add 200g of 3-methyl-2-chlorobenzoic acid into the reaction vessel, add 170g of DMSO, add 1g of cuprous chloride and 2g of sodium carbonate as catalysts, inject about 22g of ammonia gas at 130°C, and keep warm...

Embodiment 3

[0033] (1) Put m-xylene into the reaction vessel, add ferric chloride, then pass in chlorine gas, react at 60°C, the obtained chlorinated solution is rectified, and 2-chloro-m-xylene is separated;

[0034] (2) Put 200g of 2-chloro-m-xylene into the reaction vessel, add 160g of acetic acid as solvent, 1.5g of sodium acetate as catalyst, raise the temperature to 90°C and add 200g of hydrogen peroxide with a concentration of 30% by mass to react (hydrogen peroxide slowly Adding, two hours to complete the dropwise), the reaction solution after the hydrogen peroxide dropwise was rectified under reduced pressure, and the acetic acid was separated and removed to obtain 225g of 3-methyl-2-chlorobenzoic acid, with a yield of 92.7%;

[0035] (3) Add 200g of 3-methyl-2-chlorobenzoic acid into the reaction vessel, add 150g of DMSO, add 0.5g of catalyst cuprous chloride and 0.5g of sodium carbonate, and inject about 22g of ammonia gas at 130°C, After 4 hours of heat preservation, the react...

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Abstract

The invention discloses a preparation method of 3-methyl-2-aminobenzoic acid, and belongs to the field of chemical synthesis. The preparation method comprises the following steps: carrying out a chlorination reaction on m-xylene serving as a raw material to synthesize 2-chlorom-xylene, carrying out an oxidation reaction on 2-chlorom-xylene to synthesize 3-methyl-2-aminobenzoic acid, and ammonifying under alkaline conditions to synthesize the 3-methyl-2-aminobenzoic acid. The preparation method provides a new design thought for synthesizing 3-methyl-2-aminobenzoic acid, and the preparation method is simple, easy to operate, low in cost and environment-friendly.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, in particular to a preparation method of 3-methyl-2-aminobenzoic acid. Background technique [0002] 3-Methyl-2-aminobenzoic acid is an important chemical intermediate, which is widely used in medicine and pesticides. Using 3-methyl-2-aminobenzoic acid as raw material, chlorantraniliprole can be synthesized. Chlorantraniliprole has extremely low toxicity to mammals, fish and birds, but has high insecticidal activity and is environmentally friendly , in today's emphasis on environmental protection, chlorantraniliprole has broad market prospects, so its synthetic intermediate 3-methyl-2-aminobenzidine has also received more and more attention. [0003] At present, most of the industrial production of 3-methyl-2-aminobenzoic acid uses m-xylene as a raw material, which generates m-toluic acid through oxidation reaction, and then generates m-methyl substituted with nitro on the 2-position through ni...

Claims

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Application Information

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IPC IPC(8): C07C227/08C07C229/56
CPCC07C227/08C07C51/285C07C17/12C07C229/56C07C63/70C07C25/125Y02W10/10
Inventor 刘林佳殷云武汤丹辉潘铄
Owner 江苏超跃化学有限公司
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