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Method for synthesis preparation of 2-chloro-4-aminopyridine

A technology of aminopyridine and acetamidopyridine, applied in the field of preparation of 2-chloro-4-aminopyridine, can solve the problems of unstable method, complicated reaction conditions, expensive and difficult raw materials, etc., and achieves simple operation, easy-to-obtain raw materials, The effect of high overall yield

Inactive Publication Date: 2011-06-22
周玉莲
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  • Abstract
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Problems solved by technology

The above synthesis methods have the disadvantages of expensive raw materials, unstable methods, complicated reaction conditions, etc.

Method used

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  • Method for synthesis preparation of 2-chloro-4-aminopyridine
  • Method for synthesis preparation of 2-chloro-4-aminopyridine
  • Method for synthesis preparation of 2-chloro-4-aminopyridine

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Embodiment approach

[0026] Synthesis of step 1, 2-acetylaminopyridine

[0027] Add 2-aminopyridine (23.6 g, 0.250 mol) into the reactor, add acetic anhydride (166 mL, 0.675 mol) dropwise under stirring, raise the temperature to 45-50 °C and continue the reaction for 2 h, TLC detects that the reaction of the raw materials is complete, stop the reaction , cooled to 20~25 ℃ and directly enter the next reaction;

[0028] Synthesis of step 2, 2-acetylaminopyridine nitrogen oxide

[0029] Add 30wt.% hydrogen peroxide (50 mL, 0.438 mol) dropwise to the acetylation reaction solution obtained in step 1, and react at 45-50 °C for 2.5 h. TLC detects that the reaction of the raw material 2-acetylaminopyridine is complete, and the reaction is stopped;

[0030] Step 3, the synthesis of 2-aminopyridine nitrogen oxide

[0031] Add 25wt.% hydrochloric acid aqueous solution (69 mL, 0.575 mol) to the oxidation reaction solution obtained in step 2, raise the temperature to 80-90°C, and react for 2.5 hours. TLC det...

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Abstract

The invention discloses a method for preparing 2-chloro-4-aminopyridine, which comprises the following steps: 1, synthesizing 2-acetamidopyridine; 2, synthesizing a 2-acetamidopyridine nitrogen oxide; 3, synthesizing a 2-aminopyridine nitrogen oxide; 4, synthesizing a 2-aminopyridine nitrogen oxide; 5, synthesizing 2-cholorpyridine nitrogen oxide; 6, synthesizing 2-chloro-4-nitropyridine nitrogenoxide; and 6, synthesizing 2-chloro-4-pyridinamine. In the preparation method, the reaction conditions are mild, the operation is simple, the raw materials are readily available, and the total yield is high.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of 2-chloro-4-aminopyridine. Background technique [0002] 2-Chloro-4-aminopyridine is an important pesticide and pharmaceutical intermediate, for example, the product 1-(2-chloro-4-pyridyl)-3-phenylurea generated by its reaction with phenylisocyanate is a Cytokinin with high activity has biological activities such as inducing callus growth, promoting bud development, promoting seed germination, keeping green and delaying aging. It has broad application prospects in agricultural production and can increase the fruit setting rate of citrus , Promote the growth of kiwi fruit, grapes, wheat and other crops. The price of 1-(2-chloro-4-pyridyl)-3-phenylurea is more expensive in the market, which limits its wide use in agricultural production, and the synthesis of 2-chloro-4-aminopyridine is the most important way to synthesize 1 - the key of (2-chlor...

Claims

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Application Information

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IPC IPC(8): C07D213/73
Inventor 刘林密
Owner 周玉莲
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