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Method for synthesizing 2,2'-bipyridine-4,4'-dicarboxylic acid

A synthetic method, the technology of methyl picolinate, applied in the direction of organic chemistry, etc., can solve the problems of unsuitability for large-scale production, large pollution of chromium compounds, high cost of raw materials, etc., and achieve low production pollution, low environmental impact, and mild reaction conditions Effect

Inactive Publication Date: 2012-11-14
LIAOCHENG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the target product can be synthesized, the raw material cost of this method is high, the reaction solution has strong oxidizing properties, the chromium compound in the product is polluted, and has a great impact on the environment, so it is not suitable for large-scale production

Method used

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  • Method for synthesizing 2,2'-bipyridine-4,4'-dicarboxylic acid
  • Method for synthesizing 2,2'-bipyridine-4,4'-dicarboxylic acid
  • Method for synthesizing 2,2'-bipyridine-4,4'-dicarboxylic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Step 1: Add 200g of isonicotinic acid and 1L of methanol to the flask, and use an ice-salt bath to lower the temperature below zero. Under magnetic stirring, dissolve 251ml of SOCl 2 Add dropwise to the flask. After the dropwise addition, stir for about 30 hours, and the solution becomes clear. The solution was rotary evaporated to obtain a white powder. Dissolve the white powder in distilled water, add Na 2 CO 3 , adjusted to PH=8-9, extracted with ethyl acetate, collected the ethyl acetate extract, and rotary evaporated to obtain 210 g of light yellow liquid methyl picolinate, with a yield of 94%. The melting point is 8.5°C and the boiling point is 207°C-209°C.

[0042] The second step: 80.4 g of methyl 4-pyridinecarboxylate, 112 ml of 30% hydrogen peroxide, and 160 ml of acetic acid were added into the flask, the temperature was 55° C., and magnetic stirring was performed for 24 hours. Add activated carbon to destroy unreacted hydrogen peroxide, filter, add K to...

Embodiment 2

[0047] Same as Example 1, but in the first step Na 2 CO 3 Change to K 2 CO 3 , the yield was 96%.

Embodiment 3

[0049] Same as Example 1, but the reaction time (magnetic stirring time) was changed to 15 hours in the second step, and the yield was 38.8%.

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Abstract

The invention relates to a process for synthesizing 2,2'-bipyridine-4,4'-dicarboxylic acid, which comprises five reaction steps. The process has the characteristics of low cost of used raw materials, mild reaction conditions, and light pollution. By the method for synthesizing the 2,2'-bipyridine-4,4'-dicarboxylic acid, the production cost can be reduced and the method can be expanded for industrial production.

Description

technical field [0001] The invention belongs to the field of synthetic chemistry, in particular to a method for synthesizing 2,2'-bipyridine-4,4'-dicarboxylic acid. Background technique [0002] 2,2'-Bipyridyl and its derivatives are a class of compounds with wide applications, which can be used as pharmaceutical intermediates and key raw materials for the synthesis of sensitizers in dye-sensitized solar cells. [0003] Bipyridyl and its derivatives are a class of very important chemical and pharmaceutical intermediates, which can react with many metal ions to form metal complexes. Because of their strong complexing ability with metal ions, this kind of ligands has become one of the most widely used chelating ligands in coordination chemistry. Such compounds have a wide range of applications, such as solar energy conversion, pharmaceuticals, pesticides, electroluminescence, and so on. [0004] The structure of 2,2'-bipyridyl-4,4'-dicarboxylic acid is as follows: [0005] ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/803
Inventor 郭萍张宪玺曾庆华杜玉昌
Owner LIAOCHENG UNIV
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