A synthetic method of 2-chloro-5-iodobenzoic acid

A technology of iodobenzoic acid and synthesis method, which is applied in chemical instruments and methods, preparation of carboxylate, preparation of oxygen-containing compounds, etc., can solve the problems of complex synthesis method, low yield, troublesome operation, etc., and achieves simple process and high production efficiency. Process safety and easy operation

Inactive Publication Date: 2014-12-10
姜树林
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This synthetic method has disadvantages such as low yield, complex synthetic method, and cumbersome operation, which needs to be improved.

Method used

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  • A synthetic method of 2-chloro-5-iodobenzoic acid
  • A synthetic method of 2-chloro-5-iodobenzoic acid
  • A synthetic method of 2-chloro-5-iodobenzoic acid

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Embodiment 1

[0027] A kind of synthetic method of 2-chloro-5-iodobenzoic acid:

[0028] 1. Iodine, substitution

[0029] Determine the mass ratio of raw materials and reagents as methyl anthranilate: potassium iodate: iodide: dichloromethane: water: sodium sulfite: ethanol: sodium methoxide methanol solution: acetic acid: water = 1: 0.4~0.5: 0.8~ 1:2~5:1.5~3:0.008~0.01:3~5:0.25~0.4:0.02~0.05:0.08~0.1

[0030] Add 588ml of water and 242.4g of potassium iodide into a 2L three-necked flask and stir to dissolve. Add 139.1g of potassium iodate, stir to dissolve, add 300g of methyl anthranilate, then add 99.3ml of dichloromethane, add 191.8g of glacial acetic acid dropwise through the dropping funnel, finish adding in about 1.5 hours, and the temperature rises to 50 ℃, stirred for 30 minutes after the addition, the temperature rose to 55 ℃ and kept for 2 hours, cooled to 35 ℃, added 397.4ml of dichloromethane, stirred for 15 minutes, then added 2.8g of solid sodium sulfite in batches, cooled t...

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Abstract

A synthetic method of 2-chloro-5-iodobenzoic acid is disclosed. The target product is obtained by subjecting methyl 2-aminobenzoate to iodination, substitution, a Sandmeyer reaction and hydrolysis under alkaline conditions. The method is characterized by modification or optimization of process steps and parameters based on traditional iodination, substitution, the Sandmeyer reaction and hydrolysis. The method is simple in process, easy in operation, safe in production process, free of pollution, and high in yield of each step. The purity of the product is 95-98%. The total yield of the product is 64-70%.

Description

technical field [0001] The invention relates to a method for synthesizing benzoic acid, in particular to a method for synthesizing 2-chloro-5-iodobenzoic acid, belonging to the field of chemical synthesis. Background technique [0002] 2-Chloro-5-iodobenzoic acid is an aromatic functional monomer with two different halogens and one carboxyl group. It can use the activity difference of each group to react with different groups to synthesize compounds substituted by various functional groups. It is widely used in medicine, metal organic chemistry, etc., and is mainly used in the synthesis of the latest hypoglycemic drug dapagliflozin (BMS-512148). About its synthesis method, there are few literature reports at present. [0003] At present, it is disclosed that a cheap methyl anthranilate is used as a starting material, and iodine is carried out with iodine to obtain methyl 2-amino-5 iodobenzoate, and then the classic Sandmeyer reaction is carried out, and after chlorination ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C63/70C07C27/02C07C229/56C07C227/18C07C227/16C07C69/767C07C67/307
CPCC07C51/09C07C67/307C07C227/16C07C227/18C07C69/76C07C63/70C07C229/56
Inventor 王德峰俞健钧石飞
Owner 姜树林
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