A kind of synthetic method of one-system 2-amino-4,6-dimethoxypyrimidine

A technique for the synthesis of dimethoxypyrimidine and its synthesis method, which is applied in the field of synthesis of one-system 2-amino-4,6-dimethoxypyrimidine, which can solve the problem of affecting product yield and quality, unfriendly process environment, and drying equipment. Complexity and other issues, to achieve the effect of saving reaction equipment, improving operating environment conditions, and reducing synthesis costs

Active Publication Date: 2020-05-15
YINGKOU YINGXIN CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The structure and synthetic route of 2-amino-4,6-dimethoxypyrimidine have been reported in the literature. At present, 2-amino-4,6-dimethoxypyrimidine uses guanidine nitrate, dimethyl malonate, three Synthesis of raw materials such as phosphorus oxychloride and sodium methoxide. Phosphorus oxychloride is harmful to the environment during transportation and use, and the process is not environmentally friendly; the synthesis of 2-amino-4,6-dimethoxypyrimidine Another route in the method uses malononitrile as a raw material with low cost and environmental friendliness, using malononitrile, methanol, anhydrous hydrogen chloride, toluene, cyanamide, sodium bicarbonate raw materials, intermediate 1,3-dimethylpropane There is absolutely no water in the synthesis process of diamidine dihydrochloride, and anhydrous hydrogen chloride gas is one of the necessary raw materials. However, the preparation of anhydrous hydrogen chloride and drying equipment are complicated, the operating cost is high, and the poor quality of anhydrous hydrogen chloride directly affects the product yield. Rate and other issues
After the synthesis of the first step 1,3‐dimethylmalonamidine dihydrochloride is completed, during the process of separating the solvent, the equipment is cumbersome, and the product has been deteriorated in contact with moisture and air, which affects the product yield and quality; in 3-amino- In the 3-methoxy-N-cyano-2-propionamidine ring-closing process, the prior art will filter, Washing, drying, further dissolving in an organic solvent and heating to close the ring to obtain 2-amino-4,6-dimethoxypyrimidine, the process is relatively complicated and the equipment is cumbersome

Method used

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  • A kind of synthetic method of one-system 2-amino-4,6-dimethoxypyrimidine
  • A kind of synthetic method of one-system 2-amino-4,6-dimethoxypyrimidine
  • A kind of synthetic method of one-system 2-amino-4,6-dimethoxypyrimidine

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Embodiment 1

[0023] The synthetic method of 2-amino-4,6-dimethoxypyrimidine, the steps are as follows:

[0024] (1) Synthesis of 1,3-dimethylmalonamide dihydrochloride

[0025] Put 66g of malononitrile and 176g of anhydrous methanol into the reaction kettle, slowly drip 235.5g of acetyl chloride into the kettle, control the reaction temperature at 0-5°C, and the dripping time for 5 hours. After the dripping is completed, continue the insulation reaction 1 After hours, the hydrogen chloride in the solvent was extracted under reduced pressure to obtain 1,3-dimethylmalonamide dihydrochloride mixture.

[0026] (2) Synthesis of 3-amino-3-methoxy-N-nitrile-2-propionamidine

[0027] Add lye (20g of sodium bicarbonate, 30g of sodium hydroxide, and 500g of water) and 110g of cyanamide solution with a concentration of 50wt% to the mixture of 1,3-dimethylmalamidine dihydrochloride to control the reaction temperature -5-0℃, the pH value of the reaction is 5-6, the molar ratio of the feed is that after the fe...

Embodiment 2

[0032] The synthetic method of 2-amino-4,6-dimethoxypyrimidine, the steps are as follows:

[0033] (1) Synthesis of 1,3-dimethylmalonamide dihydrochloride

[0034] Put 66g of malononitrile and 204.8g of anhydrous methanol into the reaction kettle, slowly drip 353.25g of acetyl chloride into the kettle, control the reaction temperature at 10-15°C, and the dripping time for 8 hours. After the dripping is completed, continue the insulation reaction For 2 hours, the hydrogen chloride in the solvent was extracted under reduced pressure to obtain a 1,3-dimethylmalonamide dihydrochloride mixture.

[0035] (2) Synthesis of 3-amino-3-methoxy-N-nitrile-2-propionamidine

[0036] Add lye (20g of sodium bicarbonate, 30g of sodium hydroxide, and 500g of water) and 101g of cyanamide solution with a concentration of 50wt% to the mixture of 1,3-dimethylmalamidine dihydrochloride to control the reaction temperature 0-3℃, the pH value of the reaction is 6-7, the molar ratio of the feed is that the temp...

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PUM

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Abstract

The invention provides an integrated synthetic method of 2-amino-4,6-dimethoxypyrimidine, belongs to the technical field of organic synthesis, and provides a synthetic route using malononitrile, methanol, acetyl chloride, cyanamide and alkali liquid as raw materials. The integrated synthetic method comprises the following steps: dropwise adding acetyl chloride into a system of malononitrile and methanol to directly obtain 1,3-dimethyl propadiamidine dihydrochloride, and then performing reaction on 1,3-dimethyl propadiamidine dihydrochloride and the alkali liquid and cyanamide to obtain 3-amino-3-methoxyl-N-nitril-2-propa-amidine; directly heating, evaporating solvent and performing distillation to obtain 2-amino-4,6-dimethoxypyrimidine. According to the synthetic method disclosed by the invention, a synthetic process and equipment of 1,3-dimethyl propadiamidine dihydrochloride are simple, moisture control of the system is extremely low, the quality of the product is stable, and the yield is high. By adopting the integrated synthetic process, the synthetic process is reduced, distillation is carried out under reduced pressure so as to obtain 2-amino-4,6-dimethoxypyrimidine, and thepurity of the product is up to 99.99 percent.

Description

Technical field [0001] The invention relates to a one-system 2-amino-4,6-dimethoxypyrimidine synthesis method, which belongs to the technical field of organic synthesis. Background technique [0002] In the development of pesticides, heterocyclic compounds have become the mainstream of new pesticide research and development. Pyrimidine compounds are an important class of biologically active substances, which are widely used in pesticides, herbicides, fungicides and pharmaceutical intermediates and have attracted people's attention. In the production of sulfonylurea herbicides, 2-amino-4,6-dimethoxypyrimidine is an important intermediate in its synthesis, and there are many varieties of sulfonylurea herbicides prepared from it. [0003] The structure and synthesis route of 2-amino-4,6-dimethoxypyrimidine have been reported in the literature. At present, 2-amino-4,6-dimethoxypyrimidine uses guanidine nitrate, dimethyl malonate, and three Phosphorus oxychloride, sodium methoxide and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D239/52
Inventor 刘至寻梁海吴丹刘旭东李卓杨家强丁一王玉李志国
Owner YINGKOU YINGXIN CHEM TECH CO LTD
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