Synthesis method of 2-chloropyrimidine

A synthetic method, the technology of chloropyrimidine, which is applied in the field of synthesis of 2-chloropyrimidine, can solve the problems of low yield and low product purity

Inactive Publication Date: 2015-03-11
TAICANG YUNTONG BIOCHEM ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthetic method of prior art 2-chloropyrimidine has the technical defects that the yield of substance is low and the product purity is low

Method used

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  • Synthesis method of 2-chloropyrimidine
  • Synthesis method of 2-chloropyrimidine
  • Synthesis method of 2-chloropyrimidine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add 1.5 mol of solute and 96 wt% sulfuric acid into a 250ml four-necked flask, adjust its temperature to 2°C, slowly add 1mol of dicyandiamide to the four-necked flask while stirring constantly, and raise the temperature to 50°C to make it Hydrolysis reaction 6h. Then cool to room temperature. Add 0.435mol 1-bromo-1-acetyl-3,3-dichloropropane into the four-neck flask, first adjust the temperature to 50°C and maintain it for 2h, then raise the temperature to 55°C and maintain it for 6h. The product is extracted with toluene extractant and cooled with ice water to obtain 2-aminopyrimidine.

[0022] Add a solvent of ethanol and water with a volume ratio of 1:2, a palladium carbon catalyst, and magnesium oxide to the remaining cyclization reaction product after extraction, and control the quality of the palladium carbon catalyst, magnesium oxide, and 2-amino-5-bromopyrimidine The ratio is 0.1:0.8:1. Under the hydrogen pressure of 0.05MPa, the reduction reaction was carri...

Embodiment 2

[0025] Add a 250ml four-necked flask to 6mol of solute and 94wt% mass concentration of sulfuric acid, adjust its temperature to 6°C, slowly add 1mol of dicyandiamide to the four-necked flask while stirring continuously, and heat up to 60°C to hydrolyze it Reaction 4h. Then cool to room temperature. Add 0.909mol 1-bromo-1-acetyl-3,3-dichloropropane into the four-necked flask, adjust the temperature to 55°C and maintain it for 1h, then raise the temperature to 60°C and maintain it for 4h. The product is extracted with toluene extractant and cooled with ice water to obtain 2-aminopyrimidine.

[0026] To the remaining cyclization reaction product after extraction, add a solvent of ethanol and water with a volume ratio of 1:5, a palladium carbon catalyst, and magnesium oxide to control the quality of the palladium carbon catalyst, magnesium oxide, and 2-amino-5-bromopyrimidine The ratio is 0.4:1.5:1. Under the hydrogen pressure of 0.2MPa, the reduction reaction was carried out a...

Embodiment 3

[0029] Add 250ml four-necked flask to sulfuric acid with 3mol of solute and 95wt% mass concentration, adjust its temperature to 5°C, slowly add 1mol of dicyandiamide into the four-necked flask while stirring continuously, and heat up to 55°C to hydrolyze it Reaction 5h. Then cool to room temperature. Add 0.556mol 1-bromo-1-acetyl-3,3-dichloropropane into the four-necked flask, first adjust the temperature to 52°C and maintain it for 1.5h, then raise the temperature to 58°C and maintain it for 5h. The product is extracted with toluene extractant and cooled with ice water to obtain 2-aminopyrimidine.

[0030] Add a solvent of ethanol and water with a volume ratio of 1:3, a palladium carbon catalyst, and magnesium oxide to the remaining cyclization reaction product after extraction, and control the quality of the palladium carbon catalyst, magnesium oxide, and 2-amino-5-bromopyrimidine The ratio is 0.3:1.1:1. Under the hydrogen pressure of 0.14MPa, the reaction was reduced at ...

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Abstract

The invention discloses a synthesis method of 2-chloropyrimidine. The synthesis method comprises the steps of dissolving dicyandiamide in sulfuric acid at 2-6 DEG C, heating at 50-60 DEG C for hydrolysis reaction for 4-6h to form guanidine sulfate, allowing guanidine sulfate to carry out cyclization reaction with 1-bromine-1-acetyl-3,3-propylene dichloride (Formula E) for 5-8h at 50-60 DEG C in the presence of sulfuric acid at a mass concentration of 94-96wt% to form 2-aminopyrimidine and 2-amino-5-bromopyrimidine, hydrogenizing and reducing 2-aminopyrimidine and 2-amino-5-bromopyrimidine to 2-aminopyrimidine at 55-65 DEG C under the catalysis of a palladium-carbon catalyst and magnesium oxide at the same time, and reducing 2-aminopyrimidine to the product at subzero10-5 DEG C by taking NaNO2, HCl and ZnCl2 as catalysts. Through the preparation route, higher-purity and upper-yield 2-chloropyrimidine is obtained.

Description

technical field [0001] The invention relates to the technical field of 2-chloropyrimidine preparation, in particular to a synthetic method for preparing 2-chloropyrimidine. Background technique [0002] 2-Chloropyrimidine, also known as 2-chloropyridoline, has a molecular formula of C 4 h 3 ClN 2 , its molecular weight is 114.53, and its CAS number is 1722-12-9. It is a white or light yellow powder with a melting point of 63-66°C, a boiling point of 75-76°C and a flash point of 98°C. The synthetic method of prior art 2-chloropyrimidine has the technical defects of low yield and low product purity. Contents of the invention [0003] In view of this, the present invention provides a synthetic method for preparing 2-chloropyrimidine, the product of the preparation process has higher purity and higher yield. [0004] A kind of technique for preparing 2-chloropyrimidine, comprises the following steps: [0005] (1) Dissolve dicyandiamide (formula A) in sulfuric acid at 2-6°...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/30
CPCC07D239/30
Inventor 张卫东
Owner TAICANG YUNTONG BIOCHEM ENG
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