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Synthesis method of malononitrile

A synthetic method and technology of malononitrile, applied in the fields of carboxylic acid nitrile purification/separation, organic chemistry, cyanide reaction preparation, etc., can solve problems affecting compound yield and quality, avoid hydrolysis or alcoholysis loss, and ensure High yield and quality, the effect of stable quality

Active Publication Date: 2019-01-18
山西新天源药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At this time, if there are polar protic media such as water and ethanol in the reaction system, the compound is easily hydrolyzed or alcoholysed, which greatly affects the yield and quality of the compound.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Add 1200g of methylene bromide, 30g of DMSO, 15g of sodium iodide, and 650g of NaCN successively in the pressure reactor, seal the pressure reactor, and pass N 2 Replace the system, raise the temperature to 140°C under stirring, and wait for the temperature and pressure of the system to be stable, and then react for 16 hours with a heat preservation timer.

[0036] After the reaction was finished, the temperature was lowered, the solid and liquid were separated, and the solid sodium bromide was recovered. The filtrate was collected in a rectifying bottle, and directly carried out rectification under reduced pressure. The front fraction was collected separately for use, and 410.2 g of the normal fraction collected at 85 to 95 ° C (4 to 8 mmHg) was the target product malononitrile. The rate is 93.64%. The purity of the product was determined to be 99.52% by GC method.

[0037] With FT-IR and 1 H-NMR characterizes the product structure. where FT-IR σ / cm -1 : 2965(vs, ...

Embodiment 2

[0039] In the pressure reactor, add methylene chloride 500g, DMI 25g, potassium iodide 12g, KCN 725g successively, airtight pressure reactor, logical N 2Replace the system, raise the temperature to 155°C under stirring, and wait for the temperature and pressure of the system to be stable, then keep warm and react for 12 hours.

[0040] After the reaction is finished, the temperature is lowered, the solid and liquid are separated, and the solid potassium chloride is recovered. The filtrate was collected in a rectifying bottle, and directly carried out rectification under reduced pressure. The front fraction was collected separately for use, and 334.8 g of the positive fraction collected at 85-95 ° C (4-8 mmHg) was the target product malononitrile. The rate is 91.04%. The purity of the product was determined to be 99.36% by GC method.

[0041] FT-IR with 1 The H-NMR characterization results are the same as in Example 1.

Embodiment 3

[0043] The former fraction collected in Example 1 is added in the pressure reactor, and dibromomethane 1200g, sodium iodide 15g, NaCN 650g are added successively, and the pressure reactor is closed, and N 2 Replace the system, raise the temperature to 140°C under stirring, and wait for the temperature and pressure of the system to be stable, and then react for 18 hours with a heat preservation timer.

[0044] After the reaction was finished, the temperature was lowered, the solid and liquid were separated, and the solid sodium bromide was recovered. The filtrate was collected in a rectifying bottle, and directly subjected to vacuum distillation. The first fraction was collected for use, and 415.4 g of the normal fraction at 85-95°C (4-8mmHg) was collected, which was the target product, malononitrile, with a yield of 94.83%. . The purity of the product was determined to be 99.41% by GC method.

[0045] FT-IR with 1 The H-NMR characterization results are the same as in Exampl...

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Abstract

The invention discloses a synthesis method of malononitrile. Metal hydride and dihalomethane are used as an initial reactant system; under the existence of metal iodate catalysts, a dipolar aprotic solvent is used as a reaction auxiliary agent to prepare a target product of malononitrile. The method has the advantages that through the addition of the reaction auxiliary agent for reaction promotion, the malononitrile hydrolysis or alcoholysis due to polar solvents of water, alcohol and the like can be avoided; high yield and high quality of malononitrile are ensured; the malononitrile with theyield higher than 91.0 percent and the purity higher than 99.3 percent can be obtained.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a method for synthesizing organic chemical intermediates, in particular to a method for synthesizing malononitrile. Background technique [0002] Malononitrile, also known as dicyanomethane, is a colorless to slightly yellow crystal with a melting point of 30.5-32.0°C, a boiling point of 218.5-220.0°C, and a flash point of 118.6-112.2°C. [0003] Malononitrile is widely used in the fields of pesticides, pharmaceuticals and fine chemicals. It is a synthetic herbicide such as bensulfuron-methyl, pyrazosulfuron-methyl, etc.; drugs such as aminopterin and triamterene; organic chemical intermediates such as naphthalene Tetracarboxylic acid, triaminopyrimidine, 6-aminopurine, etc.; B vitamins such as V B1 , V B4 It is an important starting material for related products, and the market demand is very strong. [0004] According to literature reports, the production process of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/14C07C253/34C07C255/04
CPCC07C253/14C07C253/34C07C255/04
Inventor 苏蔚汤芝平苏斌林高志伟陈万成康福堂
Owner 山西新天源药业有限公司