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Method for synthesizing 4,6-disubstituted amido-1,3,5-triazine derivative

A synthetic method and a two-substitution technology, applied in the field of herbicides, can solve problems such as density differences, and achieve the effects of fast reaction speed, mild conditions, and high yield

Inactive Publication Date: 2007-09-26
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since water and organic solvents (such as chlorobenzene) are almost insoluble, and there is a difference in density, it is necessary to select a suitable compound additive to achieve water-oil emulsification and homogeneous mixing, and reduce the density difference for blending

Method used

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  • Method for synthesizing 4,6-disubstituted amido-1,3,5-triazine derivative
  • Method for synthesizing 4,6-disubstituted amido-1,3,5-triazine derivative
  • Method for synthesizing 4,6-disubstituted amido-1,3,5-triazine derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0035] Embodiment 1: Synthesis of 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine

[0036] In a 250mL three-necked flask, add 100g of ionic liquid [C 4 mim] BF 4 , cooled the temperature to -20°C with an ice-salt bath, quickly added 6.05g (0.0328mol) of cyanuric chloride, and after stirring evenly, added dropwise 2.74g of 70% isopropylamine solution (containing 1.92g of isopropylamine, 0.0325mol). After the dropwise addition, at this temperature, 4.3 g of 30% sodium hydroxide solution (containing 1.3 g of sodium hydroxide, 0.0325 mol) was added dropwise. After the dropwise addition was completed, stirring was continued for 10 min.

[0037] Gradually raise the temperature to 15°C, add dropwise 2.3g of 65% ethylamine solution (containing 1.5g ethylamine, 0.0333mol), after the dropwise addition, at this temperature, add dropwise 4.48g of 30% sodium hydroxide solution (containing sodium hydroxide 1.344g, 0.0336mol). After the dropwise addition was completed, the stirrin...

Embodiment 2

[0040] Example 2: Synthesis of 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine

[0041] In a 250mL three-neck flask, add 67g of ionic liquid [C 4 mim]PF 6, the temperature was cooled to 0°C with an ice-salt bath, and 6.05 g (0.0328 mol) of cyanuric chloride was added rapidly. After stirring evenly, start to drop 2.50g of 65% ethylamine solution (containing 1.63g of ethylamine, 0.0361mol), keep the temperature at 0°C during the dropwise addition, after the dropwise addition, at this temperature, dropwise add 30% 6.13g of potassium hydroxide solution (containing potassium hydroxide 1.84g, 0.0328mol). After the dropwise addition was completed, the stirring was continued for 30 min.

[0042] Gradually raise the temperature to 20° C., and add dropwise 2.81 g of 70% isopropylamine solution (containing 1.96 g of isopropylamine, 0.0333 mol). After the dropwise addition, at this temperature, 6.27 g of 30% potassium hydroxide solution (containing 1.88 g of potassium hydroxide,...

Embodiment 3

[0044] Example 3: Synthesis of 2-chloro-4,6-diisopropylamino-1,3,5-triazine

[0045] In a 250mL three-necked flask, add 100g of ionic liquid [C 4 mim] BF 4 , Cool the temperature to 10°C with an ice-salt bath, and quickly add 6.05 g (0.0328 mol) of cyanuric chloride. After stirring evenly, start to drop 2.88g of 70% isopropylamine solution (containing 2.02g of isopropylamine, 0.0341mol), after the dropwise addition, at this temperature, dropwise add 36.1g of 10% sodium carbonate solution (containing 2.02g of isopropylamine, 0.0341mol). 3.61 g, 0.0340 mol). After the dropwise addition was completed, the stirring was continued for 20 min.

[0046] Gradually the temperature was raised to 50°C, and 2.94g of 70% isopropylamine solution (containing 2.06g of isopropylamine, 0.0350mol) was added dropwise. After the addition, at this temperature, 37.1g of 10% sodium carbonate solution was added dropwise ( Contains sodium carbonate 3.71g, 0.0350mol). After the dropwise addition was...

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Abstract

The invention discloses a clean manufacturing method of 4, 6-disubstituted-amino-1, 3, 5-triazine derivant, which comprises the following steps: adopting cyanuric acid and substituted amine as raw material; adopting imidazole salt, pyridine salt or quaternaries as ionic solution; simplifying the operation; reducing environmental pollution; improving receiving rate; fitting for large scale of industrial manufacturing.

Description

(1) Technical field [0001] The present invention relates to a method for synthesizing herbicide 4,6-disubstituted amino-1,3,5-triazine derivatives, especially a method for synthesizing a series of 4, 4, Method of 6-disubstituted-1,3,5-triazine derivatives. (2) Background technology [0002] The method of synthesizing herbicide-s-triazine derivatives is usually made of cyanuric chloride and amines of different substituents through two-step substitution reactions. According to the difference of the solvent used, it is divided into aqueous phase method, solvent method and homogeneous mixing method. [0003] The aqueous method uses water as the medium. Since cyanuric chloride is slightly soluble in water and has poor dispersion in water, an auxiliary agent is used to disperse cyanuric chloride in water, then amine is added dropwise, and sodium hydroxide is used as an acid-binding agent. The chemical properties of cyanuric chloride are lively and prone to hydrolysis reaction. ...

Claims

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Application Information

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IPC IPC(8): C07D251/50
Inventor 强根荣裴文盛卫坚
Owner ZHEJIANG UNIV OF TECH
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