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Synthesis method of pyridylacetonitrile

A technology of pyridineacetonitrile and synthesis method, applied in directions such as organic chemistry, can solve problems such as complicated post-processing, expensive raw materials, etc., and achieve the effects of stable operation and mild reaction conditions

Inactive Publication Date: 2012-12-26
ANHUI XINGYU CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to overcome a series of problems such as existing expensive raw material, post-processing complexity, a kind of stable operation is provided, and recovery rate is high, the synthetic method of cheap pyridine acetonitrile, this method adopts one-step synthetic pyridine acetonitrile compound, in It can be completed under normal temperature and pressure, the reaction conditions are mild, the process is simple, the product recovery rate can reach more than 90%, and the purity can reach more than 96%.

Method used

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  • Synthesis method of pyridylacetonitrile

Examples

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Effect test

example 1

[0020] 2-pyridinecarboxylic acid 3.62g (0.58mol) difluorodichloromethane (CFC-12) 3.62g (0.58mol) methyl

[0021] Iodine 3.62g (0.58mol) Hydrogen oxide solution 162.3g (1.45mol)

[0022] Ferrous chloride 162.3g (1.45mol)

[0023] Its synthetic method is:

[0024] Add 2-pyridinecarboxylic acid, difluorodichloromethane (CFC-12), and methyl iodide into a 520ml three-necked flask, dissolve in 200ml chloroform, add hydrogen peroxide solution and chlorination solution dropwise under ice-water cooling For ferrous ferrous, keep the temperature of the reaction solution not exceeding 7°C, gradually raise it to 28°C after the dropwise addition, stir for 2 hours, heat up and reflux for about 3 hours, and precipitate the solid by suction filtration, and the solid obtained after the filtrate recovers the solvent is combined into a product, and the solid product is Freely obtain picolinoyl chloride; then dissolve picolinoyl chloride in 483ml, 65% acid ester solution, add potassium cyanide,...

example 2

[0026] 3-pyridinecarboxylic acid 2.82g (0.36mol) a fluorotrichloromethane (CFC-11) 2.93g (0.45mol) methyl

[0027] Bromine 3.62g (0.58mol) Hydrogen oxide solution 169.3g (1.49mol)

[0028] Ferrous chloride 162.3g (1.45mol)

[0029] Its synthetic method is:

[0030] Add 3-pyridinecarboxylic acid, fluorotrichloromethane (CFC-11), and methyl bromide into a 520ml three-necked flask, dissolve in 200ml of chloroform, add hydrogen peroxide solution and chlorinated For ferrous ferrous, keep the temperature of the reaction solution not exceeding 7°C, gradually raise it to 25°C after the dropwise addition, stir for 2 hours, heat up and reflux for about 2.5 hours, and precipitate the solid by suction filtration, and the solid obtained after the filtrate recovers the solvent is combined into a product, and the solid Free the product to obtain picolinoyl chloride; then dissolve picolinoyl chloride in 483ml, 65% acid ester solution, add potassium cyanide, heat to 81°C, and reflux for 1h. ...

example 3

[0032] 4-pyridinecarboxylic acid 3.62g (0.58mol) methyl chloride 3.62g (0.58mol)

[0033] Methyl Bromide 4.08g (0.69mol) Hydrogen Oxide Solution 165.7g (1.51mol)

[0034] Ferrous chloride 162.3g (1.45mol)

[0035] Its synthetic method is:

[0036] Add 4-pyridinecarboxylic acid, methyl chloride, and methyl bromide into a 496ml three-necked flask, dissolve in 200ml of chloroform, add hydrogen peroxide solution and ferrous chloride dropwise under ice water cooling, and keep the temperature of the reaction solution Not more than 7°C, gradually raised to 25°C after the dropwise addition, stirred for 2 hours, heated and refluxed for about 2.5 hours, the solid was precipitated by suction filtration, and the solid obtained after the filtrate recovered the solvent was combined into a product, and the solid product was freed to obtain picolinoyl chloride; Then dissolve picolinoyl chloride in 483ml, 65% acid vinegar solution, add potassium cyanide, heat to 81°C, and reflux for 1h. The...

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Abstract

The invention provides a preparation method of a pyridylacetonitrile compound, which comprises the following steps: (1) by using pyridylformic acid and CFC (chlorofluorocarbon) as raw materials, reacting with hydrogen peroxide and ferrous chloride in a chloroform solvent under acidic conditions to obtain pyridinecarbonyl chloride; (2) reacting with potassium cyanide in an acetic acid solvent under alkaline conditions to obtain pyridinecarbonyl nitrile; and (3) carrying out reduction reaction with hydrogen and hydrochloric acid under the action of a catalyst to obtain the pyridylacetonitrile. The invention has the advantages of simple synthesis technique and high recovery rate.

Description

technical field [0001] The present invention is a kind of production method of compound, more precisely is the method for synthesizing pyridine acetonitrile by taking picolinic acid and CFC as raw material reaction. Background technique [0002] Pyridine acetonitrile is a viscous light yellow liquid at room temperature. In recent years, pyridine acetonitrile has been widely used as an important intermediate of preventive and anti-asthma drugs. At present, there are two commonly used synthetic methods: one is by removing Acyl action, that is, 2-acetyl-2-(4-pyridyl) acetonitrile was stirred in 45% sulfuric acid at 60° C. for 30 min to obtain pyridine acetonitrile. What this method adopted is that raw material is concentrated sulfuric acid, and its danger is very big, and pyridine acetonitrile yield is very low, and aftertreatment method is complicated, so it is difficult to realize; Pyridine acetonitrile is obtained by reacting with potassium cyanide under the catalysis of 18...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/57
Inventor 张宽宇李静丁亮
Owner ANHUI XINGYU CHEM
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