Preparation method of 2-chloro-5-iodobenzoic acid

A technology of iodobenzoic acid and ethyl iodobenzoate, applied in the field of biochemistry, can solve the problems of low yield, complex production method, high production cost, etc., and achieve the effects of high product yield, reasonable structure, and improved production efficiency

CN104086361AInactive Publication Date: 2014-10-08NANTONG HUAFENG CHEM
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
Publication Date
2014-10-08
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention discloses a preparation method of 2-chloro-5-iodobenzoic acid. The preparation method comprises the following steps: carrying out iodination reaction between low-cost methyl anthranilate serving as a starting raw material and an iodine compound to obtain ethyl 2-amino-5-iodobenzoate, then conducting classic sandmeyer reaction, carrying out chlorination to obtain 2-chloro-5-iodobenzoate, finally adding sodium hydroxide and ethanol for hydrolyzing, filtering and drying to obtain a product 2-chloro-5-iodobenzoic acid. The method is reasonable in structure, the target product 2-chloro-5-iodobenzoic acid is successfully synthesized from low-cost methyl anthranilate through four-step reaction, the yield of 2-chloro-5-iodobenzoic acid is high up to 80%, the production cost is lowered, and the production efficiency is improved.
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Description

technical field

[0001] The invention relates to the field of biochemistry, in particular to a preparation method of 2-chloro-5-iodobenzoic acid. Background technique

[0002] 2-Chloro-5-iodobenzoic acid is an aromatic functional monomer with two different halogens and one carboxyl group. It can react with different groups by using the activity difference of each group to synthesize compounds substituted by various functional groups. It is widely used in medicine, metal organic chemistry and so on. At present, it is mainly used in the synthesis of the latest hypoglycemic drugs. The production method of 2-chloro-5-iodobenzoic acid in the prior art is complicated, the production cost is high, and the yield is low.

[0003] Therefore, in order to solve the above problems, a new technical solution is provided. Contents of the invention

[0004] The purpose of this invention is to provide a kind of technique simple, the 2-chloro-5-iodobenzoic acid preparation method that prod...

Examples

Embodiment

[0022] 1) Preparation of ethyl 2-amino-5-iodobenzoate

[0023] Add 450.8g of water, 185.84g of potassium iodide, and 106.64g of potassium iodate into a 2000ml three-neck flask, stir to dissolve, then add 230g of methyl anthranilate, add 100.99g of dichloromethane and 147g of glacial acetic acid dropwise at room temperature and mix Liquid, control the dropwise addition for 1h (the heat will be released during the dropping process, control the dropping temperature below 45°C), after the dropwise addition is completed, stir for 0.5h, heat up to 5°C and keep for 3h, after the reaction is complete, cool to below 25°C, Add 404g of dichloromethane in batches, stir until the brown color of the system fades; let stand to separate layers, collect the organic layer, and distill several layers of atmospheric pressure to a system temperature above 80°C (about 300ml of solvent is evaporated), and cool the remaining materials to 30°C. Below ℃, add 800g of absolute ethanol and stir until diss...