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2-(2-furoylamino) benzopyran compound and application thereof in pesticides

A technology of furocarboxamide and benzopyran, which is applied in the field of pesticides to achieve the effect of simple synthesis process, novel structure and good inhibitory effect

Pending Publication Date: 2021-06-22
XIHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] So far, there is no report that 2-(2-furyl carboxylamino) benzopyrans are used as insecticides and fungicides

Method used

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  • 2-(2-furoylamino) benzopyran compound and application thereof in pesticides
  • 2-(2-furoylamino) benzopyran compound and application thereof in pesticides
  • 2-(2-furoylamino) benzopyran compound and application thereof in pesticides

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] compound Preparation of:

[0070] Add 10mmol of 4-fluoroacetophenone into 40mL of 10% NaOH aqueous solution, stir at 40-45°C for 30 minutes, then add 10mmol of 3,5-dichlorosalicylaldehyde to the reaction mixture, and continue the reaction for 10-15h , and check the completion of the reaction with a thin-layer silica gel plate (TLC). After the reaction was completed, the reaction mixture was poured into ice water, and the pH value of the solution was adjusted to neutrality with 10% hydrochloric acid solution. Solids were precipitated, filtered, and washed with distilled water. The obtained crude product was recrystallized from absolute ethanol to obtain Intermediate 1.

[0071] Dissolve 10mmol of self-made intermediate 1 in 20mL N,N-dimethylformamide (DMF), and add 10mmol K 2 CO 3 , and then slowly drop the mixed solution of 10mmol ethyl cyanoacetate and 20mL DMF into the above solution with a constant pressure dropping funnel. Under the condition of stirring at 40...

Embodiment 2

[0076] compound Preparation of:

[0077] Add 10mmol of 4-fluoroacetophenone into 40mL of 10% NaOH aqueous solution, stir at 40-45°C for 30 minutes, then add 10mmol of 3,5-dibromosalicylaldehyde to the reaction mixture, and continue the reaction for 10-15h , and check the completion of the reaction with a thin-layer silica gel plate (TLC). After the reaction was completed, the reaction mixture was poured into ice water, and the pH value of the solution was adjusted to neutrality with 10% hydrochloric acid solution. Solids were precipitated, filtered, and washed with distilled water. The obtained crude product was recrystallized from absolute ethanol to obtain Intermediate 1.

[0078] Dissolve 10 mmol of homemade intermediate 1 in 20 mL of DMF, and add 10 mmol of K 2 CO 3 , and then slowly drop the mixed solution of 10mmol ethyl cyanoacetate and 20mL DMF into the above solution with a constant pressure dropping funnel. Under the condition of stirring at 40-45°C, react for ...

Embodiment 3

[0083] compound Preparation of:

[0084] Add 10mmol of 4-chloroacetophenone into 40mL of 10% NaOH aqueous solution, stir at 40-45°C for 30 minutes, then add 10mmol of 5-chlorosalicylaldehyde to the reaction mixture, continue the reaction for 10-15h, and use thin A silica gel plate (TLC) was used to check whether the reaction was complete. After the reaction was completed, the reaction mixture was poured into ice water, and the pH value of the solution was adjusted to neutrality with 10% hydrochloric acid solution. Solids were precipitated, filtered, and washed with distilled water. The obtained crude product was recrystallized from absolute ethanol to obtain Intermediate 1.

[0085] Dissolve 10 mmol of homemade intermediate 1 in 20 mL of DMF, and add 10 mmol of K 2 CO 3 , and then slowly drop the mixed solution of 10mmol ethyl cyanoacetate and 20mL DMF into the above solution with a constant pressure dropping funnel. Under the condition of stirring at 40-45°C, react for ...

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Abstract

The invention relates to a 2-(2-furoylamino) benzopyran compound and application thereof in pesticides, and belongs to the technical field of pesticides. The technical problem to be solved by the invention is to provide the 2-(2-furoylamino) benzopyran compound which can be used as an insecticide and a bactericide. The structural general formula of the benzopyran compound is as shown in formula I in the specificatio, wherein R1 is a hydrogen atom, a halogen atom or C1-C4 alkyl; R2 is a halogen atom, a C1-C4 alkyl group or a C1-C4 alkoxy group; and R3 is a halogen atom, a C1-C4 alkyl group or a C1-C4 alkoxy group. The compound disclosed by the invention is simple in synthesis process, has a relatively good poisoning effect on pests, has a relatively good inhibition effect on plant pathogenic bacteria, and lays a relatively good foundation for creation of novel pesticides.

Description

technical field [0001] The invention relates to 2-(2-furoylamino)benzopyran compounds and their application in pesticides, belonging to the technical field of pesticides. Background technique [0002] As a traditional large agricultural country, my country's crops have always been an important pillar to maintain the lives of our people. Similarly, pesticides produced by crops are also a link that people are extremely concerned about. Pesticides are mainly divided into three categories: herbicides, insecticides and fungicides. With the wide application of insecticides and fungicides, the resistance of pests and germs to the pesticides continues to increase. More insecticides and fungicides need to be studied . In addition, as people pay more and more attention to food safety, the pursuit of green and organic has become the current trend, which also affects the use of pesticides to a certain extent. A new type of pesticide that is easy to degrade and harmful organisms are n...

Claims

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Application Information

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IPC IPC(8): C07D407/12A01N43/16A01P1/00A01P7/02A01P7/04
CPCC07D407/12A01N43/16
Inventor 唐孝荣张婷婷严映坤肖婷婷程玮陆童蒋文静王静文林艺文王美建
Owner XIHUA UNIV