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Process for synthesizing 2-fluoro-6-iodobenzoic acid

A technology of iodobenzoic acid and fluorobenzoic acid, which is applied in the field of synthesis of 2-fluoro-6-iodobenzoic acid, can solve problems such as inability to remove, and achieve the effects of increasing yield, reducing energy consumption, and simplifying the operation process

Active Publication Date: 2012-07-11
CHANGZHOU XIAOGUO INFORMATION SERVICES
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  • Summary
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the tar contained in the obtained product 2-fluoro-6-iodobenzoic acid, the color of the product 2-fluoro-6-iodobenzoic acid appears as brick red, and this color is treated with activated carbon and saturated NaHSO 3 The solution cannot remove

Method used

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  • Process for synthesizing 2-fluoro-6-iodobenzoic acid

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Embodiment 1

[0019] (1), the preparation of 2-amino-6-fluorobenzoic acid methyl ester

[0020] Pour 900ml of methanol into a 2L four-necked bottle, add 155.1g of 2-amino-6-fluorobenzoic acid, stir until dissolved, then add 220ml of SOCl dropwise at room temperature 2 , a large amount of gas is released during the reaction, after dripping, the temperature is raised to reflux, and the temperature is kept until there is no 2-amino-6-fluorobenzoic acid; after the reaction, the methanol is removed under reduced pressure to obtain grayish-yellow powder 2-amino-6-fluoro Amino hydrochloride crude product 201g of methyl benzoate;

[0021] (2), the preparation of 2-fluoro-6-iodomethylbenzoate

[0022] In the 2L four-necked bottle with stirring, the concentration of pouring into 1400g is the amino hydrochloride crude product of 2-amino-6-fluoromethyl benzoate obtained in the sulfuric acid aqueous solution of 29% by weight and 201g step (1), warming up to Dissolve at 80-90°C, then cool down to 0-5°C...

Embodiment 2

[0028] (1), the preparation of 2-amino-6-fluorobenzoic acid methyl ester

[0029] Pour 840ml of methanol into a 2L four-necked bottle, add 155.1g of 2-amino-6-fluorobenzoic acid, stir until dissolved, then add 220ml of SOCl dropwise at room temperature 2 , a large amount of gas is released during the reaction, after dripping, the temperature is raised to reflux, and the temperature is kept until there is no 2-amino-6-fluorobenzoic acid; after the reaction, the methanol is removed under reduced pressure to obtain grayish-yellow powder 2-amino-6-fluoro Amino hydrochloride crude product 208.1g of methyl benzoate;

[0030] (2), the preparation of 2-fluoro-6-iodomethylbenzoate

[0031] In the 2L four-necked bottle with stirring, pour the concentration of 1400g into the amino hydrochloride crude product of the 2-amino-6-fluoromethyl benzoate obtained in the sulfuric acid aqueous solution and 208.1g step (1) of 29% by weight, and heat up Dissolve at 80-90°C, then cool down to 0-5°C, ...

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Abstract

The invention relates to a method for synthesizing 2-fluoro-6-iodobenzoic acid. The method uses 2-amino-6-fluorobenzoic acid as a raw material to prepare 2-amino-6-fluorobenzaote by methanol through an esterification reaction, converts -NH2 in the 2-amino-6-fluorobenzaote into -I by a diazotization iodination reaction, and carries out basic hydrolysis in the presence of methanol to obtain the 2-fluoro-6-iodobenzoic acid. The method has the advantages of mild reaction condition, high yield of the product and white prepared product.

Description

1. Technical field [0001] The invention relates to a method for synthesizing 2-fluoro-6-iodobenzoic acid, in particular to a method for synthesizing loose white crystal 2-fluoro-6-iodobenzoic acid with 2-amino-6-fluorobenzoic acid as raw material . 2. Background technology [0002] The English name of 2-fluoro-6-iodobenzoic acid is 2-Fluoro-6-iodobenzoic acid, and its molecular formula is C 7 h 4 FIO 2 , is a pesticide intermediate, and also a kind of bradykinin B 1 Drug intermediates of receptor antagonists, it can also synthesize drugs that can inhibit the side effects of certain anti-tumor drugs. [0003] Synthetic 2-fluoro-6-iodobenzoic acid method has at present: 1, Thierry Rausis and Manfred Schlosser are in Eur.J.Org.Chem, 2002,3351-3358. Regioflexibility on the Substitution of Fluoroarenes" introduced the use of m-fluoroiodobenzene and LiDA reagents at -75 ° C and CO 2 2. In the article "Promoting or Preventing Haloaryllithium Isomerizations: DifferentialBasici...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C63/70C07C27/02
Inventor 赵昊昱张启蒙蒋涛王玲
Owner CHANGZHOU XIAOGUO INFORMATION SERVICES
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