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Method for preparation of anthranilamides

A technology of chlorantraniliprole and amino, which is applied in the field of purification of anthranilamide without impurities and the preparation of anthranilamide, and can solve the problem of chlorantraniliprole that does not meet the intended use and inconsistent physical and chemical properties Amides, low solubility, etc.

Pending Publication Date: 2021-07-23
UNITED PHOSPHORUS LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

It has also been noted that further reaction of the impure compound of formula III with methylamine leads to chlorantraniliprole with inconsistent physical and chemical properties which in turn leads to a product not suitable for the intended use
[0012] Furthermore, it has been observed that the low solubility of anthranilamides in water and / or organic solvents makes it challenging to perform an appropriate purification process

Method used

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  • Method for preparation of anthranilamides
  • Method for preparation of anthranilamides
  • Method for preparation of anthranilamides

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0317] Embodiment 1: the preparation of the compound of formula III

[0318] At 5°C-10°C, a solution of methanesulfonyl chloride (56g) in acetonitrile (108g) was added to a mixture of compound of formula I (54g), compound of formula II (35g) and pyridine (73g) under stirring. A solution of the mixture in acetonitrile (162 g) was then stirred at 25°C for 3 hours. The mixture was then filtered and washed with acetonitrile, then dried to give the compound of formula III (75 g, yield = 93%)

Embodiment 2

[0319] Embodiment 2: the preparation of chlorantraniliprole

[0320] The compound of formula III (75 g) was stirred in ethyl acetate (225 g) in a reactor at 15°C-20°C while stirring. An aqueous solution of methylamine (43 g) was added to the reaction mixture at 15°C-25°C within 2 hours and stirred for 3 hours. The material was then cooled to 30°C, filtered and washed with ethyl acetate to obtain chlorantraniliprole (98 g, about 93% purity).

Embodiment 3

[0321] Embodiment 3: Purification of Chlorantraniliprole

[0322] 98 g of chlorantraniliprole (prepared as in Example 2) and 200 g of water were charged into the reactor. The mass was stirred at 40°C-50°C for 1 hour. The material is then filtered. The wet mass was then charged into the reactor and 200 g of water were added. The slurry was then stirred at 40°C-50°C for one hour. The material is then filtered and washed with hot water. The wet mass thus obtained was dried at 70°C. 51g, purity 97.5%.

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Abstract

The present invention provides a method for preparation and purification of anthranilamides.

Description

technical field [0001] The present invention relates to the preparation of anthranilamide. The present invention also provides anthranilamide free of impurities. In particular, the present invention provides a method for purifying anthranilamide free from impurities. Background technique [0002] Effective control of insect pests such as arthropods is essential for crop safety. Arthropods are an important class of pests that cause enormous damage to crops and homes around the world every year. Anthranilamide is a new class of compounds with strong insecticidal activity. These nitrogen-containing aromatic compounds act selectively on targeted ryanodine receptors in insects. Lianodine receptors form calcium ion channels responsible for muscle function. [0003] Examples of the insecticide anthranilamide are cyantraniliprole, chlorantraniliprole, cyclobromide, tetrachlorantraniliprole and tetraniliprole. Chlorantraniliprole is a potent and selective activator of insect ry...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C07D401/14
CPCC07D401/04C07D401/14A01N43/56A01P7/00A01N25/04
Inventor 迪吉什·马努拜·潘查尔吉戈·康提拉尔·德赛加德夫·拉耶尼肯特·施洛夫维克拉姆·拉耶尼肯特·施洛夫
Owner UNITED PHOSPHORUS LTD