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Process for synthesizing 2-chloro-pyrimidine

A kind of chloropyrimidine and process technology, applied in the field of 2-chloropyrimidine preparation, can solve the problems of low yield, low product purity and the like

Inactive Publication Date: 2015-04-08
TAICANG YUNTONG BIOCHEM ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The prior art synthesis of 2-chloropyrimidine has the technical defects of low yield and low product purity

Method used

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  • Process for synthesizing 2-chloro-pyrimidine
  • Process for synthesizing 2-chloro-pyrimidine
  • Process for synthesizing 2-chloro-pyrimidine

Examples

Experimental program
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Effect test

Embodiment 1

[0018] 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 1 / 3 mol propargyl ethanol to the four-necked flask, heat up to 50°C for cyclization reaction for 12 hours, filter the product of the cyclization reaction, wash with water and adjust the pH to 8 with sodium hydroxide for use Extract with isobutanol to obtain the product 2-aminopyrimidine.

[0019] Add 2.5 mol of hydrochloric acid and 80 g of dichloromethane into a 500 mL reactor, and then add 1 mol of 2-aminopyrimidine under stirring. Add 3.2mol ZnCl at 10~15℃ 2 , After reacting for 30min, a dark yellow suspension was generated. Then it was cooled to -10°C, and 2.4 mol of sodium nitrite was added slowly within 4 hours under the protection of nitrogen. After continuing to fe...

Embodiment 2

[0021] 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 1 mol propargyl ethanol to the four-necked flask, heat up to 55°C for cyclization reaction for 8 hours, filter the product of the cyclization reaction, wash with water and adjust the pH to 9 by sodium hydroxide. Alcohol is extracted to obtain the product 2-aminopyrimidine.

[0022] Add 3.5 mol of hydrochloric acid and 80 g of dichloromethane into a 500 mL reactor, and then add 1 mol of 2-aminopyrimidine under stirring. Add 4mol ZnCl at 10~15℃ 2 , After reacting for 60min, a dark yellow suspension was generated. Then cool to 5°C, and add 2.8mol sodium nitrite within 3h under the protection of nitrogen. After continuing to feed nitrogen for 0.5 h, the reaction was terminated. ...

Embodiment 3

[0024] 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 0.418mol propargyl ethanol to the four-necked flask, heat up to 53°C for cyclization reaction for 10h, filter the product of the cyclization reaction, wash with water, and adjust the pH to 8.5 with sodium hydroxide. Butanol is extracted to obtain the product 2-aminopyrimidine.

[0025] Add 3 mol of hydrochloric acid and 80 g of dichloromethane into a 500 mL reactor, and then add 1 mol of 2-aminopyrimidine under stirring. Add 3.5mol ZnCl at 10~15℃ 2 , After reacting for 45min, a dark yellow suspension was generated. Then cool to 0°C, and add 2.5mol sodium nitrite within 3.5h under the protection of nitrogen. After continuing to feed nitrogen for 40 min, the reactant was pou...

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Abstract

The invention discloses a process for synthesizing 2-chloro-pyrimidine. The process disclosed by the invention comprises the following steps: firstly, dissolving dicyandiamide into sulfuric acid at 2-6 DEG C, heating at 50-60 DEG C, and carrying out hydrolysis reaction for 4-6 hours, so as to obtain guanidine sulfate; reacting with propargyl ethyl alcohol at 50-55 DEG C for 8-12 hours, so as to obtain 2-aminopyrimidine; and finally restoring the 2-aminopyrimidine at -10 DEG C to 5 DEG C by taking NaNO2, HCl and ZnCl2 as catalysts, so as to obtain the product. Through the synthesis route, the 2-chloro-pyrimidine with relatively high purity and relatively high yield is obtained.

Description

technical field [0001] The invention relates to the technical field of 2-chloropyrimidine preparation, in particular to a process for synthesizing 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 technical defects of low yield and low product purity exist in the process of synthesizing 2-chloropyrimidine in the prior art. Contents of the invention [0003] In view of this, the present invention provides a process for synthesizing 2-chloropyrimidine, the product of the synthesis process has higher purity and higher yield. [0004] A process for synthesizing 2-chloropyrimidine, comprising the following steps: [0005] (1) Dissolve dicyandiamide (formula A) in sulfuric acid at 2-6°C, a...

Claims

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Application Information

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IPC IPC(8): C07D239/30
CPCC07D239/30
Inventor 张卫东
Owner TAICANG YUNTONG BIOCHEM ENG
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