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A kind of aryl bithiazole compound and application

A bithiazole and compound technology, applied in the field of aryl bithiazole compounds, can solve problems such as no disclosure, no disclosure of compound activity, etc.

Active Publication Date: 2020-08-04
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] An arylbithiazole compound provided by the present invention is not disclosed in the prior art, nor is it disclosed that the compound has good activity in weed control

Method used

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  • A kind of aryl bithiazole compound and application
  • A kind of aryl bithiazole compound and application
  • A kind of aryl bithiazole compound and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] Example 1 Preparation of 2-chloro-N-methyl-5-(4-methyl-2-(pyridin-3-yl)thiazol-5-yl)benzamide as shown in compound number K1:

[0068] Add 2-chloro-5-(4-methyl-2-(pyridin-3-yl)thiazol-5-yl)benzoyl chloride (0.1g, 2.9mmol ), add 10mL tetrahydrofuran to dissolve, then add 33% methylamine aqueous solution (0.09g, 2.9mmol) and triethylamine (0.39g, 5.8mmol), and stir at room temperature for 2h. TLC detects the progress of the reaction, after the reaction is finished, filter, take the filtrate for precipitation, and recrystallize in petroleum ether to obtain the target compound shown in formula (K1);

[0069]

Embodiment 2

[0070] Example 2 Preparation of 2-chloro-5-(4-methyl-2-(pyridin-3-yl)thiazol-5-yl)benzamide as shown in compound number K2:

[0071] Add 2-chloro-5-(4-methyl-2-(pyridin-3-yl)thiazol-5-yl)benzoyl chloride (0.1g, 2.9mmol ), add 10mL tetrahydrofuran to dissolve, then add ammonia water 0.1g (the molar weight of ammonia is 2.9mmol) and triethylamine (0.39g, 5.8mmol), and stir at room temperature for 2h. TLC detects the progress of the reaction, after the reaction is finished, filter, take the filtrate for precipitation, and recrystallize in petroleum ether to obtain the target compound shown in formula (K2);

[0072]

Embodiment 3

[0073] Example 3 Preparation of methyl 2-chloro-5-(4-methyl-2-(pyridin-3-yl)thiazol-5-yl)benzoate as shown in compound number L49:

[0074]Add 2-chloro-5-(4-methyl-2-(pyridin-3-yl)thiazol-5-yl)benzoyl chloride (0.1g, 2.9mmol ), add 10mL tetrahydrofuran to dissolve, then add methanol (0.09g, 2.9mmol) and triethylamine (0.39g, 5.8mmol) and stir at room temperature for 2h. TLC detects the progress of the reaction, after the reaction is finished, filter, get the filtrate for precipitation, and recrystallize in petroleum ether to obtain the target compound shown in formula (L49);

[0075]

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PUM

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Abstract

The invention discloses an aryl bithiazole compound and application. A series of aryl bithiazole compounds are prepared in the invention, and application of the compounds is researched. According to biological activity test results, the aryl bithiazole compound provided by the invention has excellent herbicidal activity, has wide herbicide controlling spectrum to wheat, sorghum, barnyard grass, cucumber, oilseed rapes and radish, has a high inhibition rate on broadleaf weeds, and particularly has obvious inhibitory effects on amaranthus retroflexus and eclipta prostrate.

Description

technical field [0001] The invention relates to an arylbithiazole compound and its application. Background technique [0002] While pesticides bring benefits to human beings, they also bring harm to human beings. The increase in the use of pesticides will inevitably cause harm to the human body, organisms, and the environment to a certain extent. In order to realize the green, high-efficiency, and economical use of pesticides in the future, we must rely on scientific and technological progress, rely on new agricultural management entities, strengthen scientific and technological innovation, and increase the promotion and application of new green, low-toxicity, and high-efficiency pesticides. Therefore, continuous discovery is required. New pesticides with new mechanisms of action. [0003] Pyridine herbicide Thiazopyr (Thiazopyr) 1, Thiazopyr inhibits cell division by interfering with the formation of spindle microtubules. It is mainly used to control grass weeds and some ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D417/04A01N43/78A01P13/00
CPCA01N43/78C07D417/04
Inventor 谭成侠裴丹张帆张冬林
Owner ZHEJIANG UNIV OF TECH
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