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Method for preparing 2-chloro-5-nitropyridine

A technology of nitropyridine and aminopyridine, which is applied in the field of preparation of 2-chloro-5-nitropyridine, can solve the problems of high proportion of by-product 2-amino-3-nitro, low yield and the like, and achieves a total yield. High rate, less by-products, mild reaction effect

Inactive Publication Date: 2011-05-04
张家港任发化工材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

WilliamT.Caldwell and Edmund C.Komfeld use fuming nitric acid as the nitrating agent, the proportion of by-product 2-amino-3-nitro is more in the reaction process, and the yield in the chlorination process is lower

Method used

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  • Method for preparing 2-chloro-5-nitropyridine
  • Method for preparing 2-chloro-5-nitropyridine
  • Method for preparing 2-chloro-5-nitropyridine

Examples

Experimental program
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Embodiment approach

[0017] Step 1, the synthesis of 2-amino-5 nitropyridine

[0018] Under stirring, add 2-aminopyridine (60.2 g, 0.639 mol) into concentrated sulfuric acid (150 mL) at a controlled temperature < 10° C. After the 2-aminopyridine is completely dissolved, keep the temperature < 30° C., and add concentrated sulfuric acid ( 95mL) and fuming nitric acid (95mL, 2.37mol), the dropwise addition was completed, and the temperature was kept at 25-30°C and stirred for 40min, then the temperature was raised to 55-65°C, and kept for 11h. The reaction of the raw material 2-aminopyridine was detected by TLC. After the end, pour the reaction solution into crushed ice (1000g), adjust the pH=5.5 to 6.0 with 50wt.% aqueous sodium hydroxide solution, filter the precipitate with suction, wash the filter cake with ice water (100mL×2), and dissolve the filter cake in 10wt.% hydrochloric acid aqueous solution (200mL), suction filtration, remove the surface oil, filtrate with 50wt.% sodium hydroxide aqueou...

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Abstract

The invention discloses a method for preparing 2-chloro-5-nitropyridine, which comprises the following steps of: 1, synthesizing 2-amino-5-nitropyridine; 2, synthesizing 2-hydroxy-5-nitropyridine; and 3, synthesizing the 2-chloro-5-nitropyridine. By the method for preparing the 2-chloro-5-nitropyridine, few byproducts are produced in a digestion process, reaction conditions are mild and 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-5-nitropyridine. Background technique [0002] 2-Chloro-5-nitropyridine is an important intermediate in the pesticide and pharmaceutical industries, and is an important intermediate in the synthesis of some antibiotics; among them, anti-Aureococcus Antibiotics have the effects of cardiotonic, antiviral, bactericidal, and antiarrhythmic agents. [0003] Most nitropyridines are colorless or light yellow high-boiling solids or liquids at room temperature, not easily soluble in water, but easily soluble in organic solvents such as ether and carbon tetrachloride. The nitro group on the pyridine ring has properties similar to halogens and is easily substituted by nucleophiles. In addition, the introduction of halogen into the pyridine ring can increase the polarity of the molecule. Through the conversion of halogen, derivatives containing ...

Claims

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Application Information

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IPC IPC(8): C07D213/61
Inventor 钱建平
Owner 张家港任发化工材料有限公司
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