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Process for chemically synthesizing 2,6-bis [(4,6-dimethoxypyrimidine-2-yl) oxy] sodium bezoate

A technology of dimethoxypyrimidine and dihydroxybenzoic acid, which is applied in the field of chemical synthesis, can solve the problems of difficult application in production and low yield, and achieve the effects of easy availability of raw materials, high yield, and safe operation

Inactive Publication Date: 2004-09-15
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although this method saves the esterification and hydrogenation reduction reaction steps, the yield is low, and sodium hydride is still used, so it is difficult to apply to production

Method used

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  • Process for chemically synthesizing 2,6-bis [(4,6-dimethoxypyrimidine-2-yl) oxy] sodium bezoate
  • Process for chemically synthesizing 2,6-bis [(4,6-dimethoxypyrimidine-2-yl) oxy] sodium bezoate

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Experimental program
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Embodiment 1

[0016] In a 1000ml reaction flask, add 800ml benzene, 24.7g (0.16mol) 2,6-dihydroxybenzoic acid, 23g (0.576mol) sodium hydroxide and 0.74g triethylbenzyl ammonium chloride, and gradually heat up to reflux temperature, 3 to 4 hours into salt, add 76.8g (0.352mol) 4,6-dimethoxy-2-methanesulfonylpyrimidine, reflux reaction for 6 to 8 hours, cool, filter, and dry to obtain 2,6 -Sodium bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate, the total yield is 70.4%.

Embodiment 2

[0018] In the reaction flask of 1000ml, add 800ml tetrahydrofuran, 24.7g (0.16mol) 2,6-dihydroxybenzoic acid, 23g (0.576mol) sodium hydroxide and 0.25g octadecadecron-6, be warming up to reflux temperature gradually, After forming salt for 3-4 hours, add 76.8g (0.352mol) of 4,6-dimethoxy-2-methanesulfonylpyrimidine, reflux for 6-8 hours, cool, filter, and dry to obtain 2,6-bis Sodium [(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate, the total yield was 71.2%.

Embodiment 3

[0020] In the reaction bottle of 1000ml, add 800ml ethanol, 24.7g (0.16mol) 2,6-dihydroxybenzoic acid, 23g (0.576mol) sodium hydroxide and 0.74g polyethylene glycol 600, be warming up to reflux temperature gradually, become Salt for 4 hours, add 76.8g (0.352mol) 4,6-dihydroxy-2-methanesulfonylpyrimidine, reflux for 8 hours, cool, filter and dry to obtain 2,6-bis[(4,6-di Sodium methoxypyrimidin-2-yl)oxy]benzoate, the total yield is 69.3%.

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Abstract

A process for chemically synthesizing 2,6-bis[(4,6-dimethoxypyrimidine-2-yl)oxy] sodium benzoate includes such steps as the reaction of 2,6-dihydroxybenzoic acid as initiating raw material on sodium hydroxide under existance of inertia solvent and catalyst to obtain a salt, and further reaction on 4,6-dimethoxy-2-methanesulfonyl pyrimidine. Its advantages are simple process and high output rate.

Description

technical field [0001] The invention relates to a new method for chemically synthesizing 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]sodium benzoate. This method is applicable to the synthesis of 2,6-bis[(4,6-di In the case of sodium methoxypyrimidin-2-yl)oxy]benzoate. Background technique [0002] Sodium 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate is a low-toxicity, broad-spectrum, ultra-efficient post-emergence herbicide in paddy fields. It can effectively control annual and perennial gramineous weeds and broad-leaved weeds, especially barnyardgrass in the 1-7 leaf stage, and the dosage is extremely low, so the application prospect is good. [0003] U.S. Patent (US4906285) discloses the synthetic method of 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]sodium benzoate: sodium hydride and 2,6-dihydroxybenzoic acid benzyl Suspended in tetrahydrofuran, stirred at room temperature for 15 minutes, added 4,6-dimethoxy-2-methanesulfonylpyrimidine, heated to reflux for 8 hours, co...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D239/46
Inventor 徐振元金声超李俊许丹倩
Owner ZHEJIANG UNIV OF TECH
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