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2-cyano-3-thiophene substituted valeramide derivatives and their applications

A compound, methoxyl technology, applied in the field of pesticides, to achieve the effects of novel structure, good control effect and excellent activity

Active Publication Date: 2020-11-24
XIHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, there is no report that 2-cyano-3-thiophene-substituted valeramide derivatives are used as agricultural fungicides and vegetable seed germination accelerators

Method used

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  • 2-cyano-3-thiophene substituted valeramide derivatives and their applications
  • 2-cyano-3-thiophene substituted valeramide derivatives and their applications
  • 2-cyano-3-thiophene substituted valeramide derivatives and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] compound preparation of

[0060] 0.01 mol of 4-methoxyacetophenone was dissolved in 10 mL of absolute ethanol, and 5 mL of 10% NaOH ethanol solution was added thereto. While stirring in an ice bath, slowly drop the mixture of 0.01mol thiophene-2-carbaldehyde and 10mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and use a thin-layer silica gel plate to (TLC) to check the completion of the reaction. After the reaction is completed, add 5 mL of 10% NaOH ethanol solution to the reaction mixture, and slowly drop a mixed solution of 0.02 mol cyanoacetamide and 10 mL of absolute ethanol into the mixture with a constant pressure dropping funnel, and continue to cool at 0-5 ° C. The reaction was carried out, and TLC was used to check whether the reaction was complete. After the reaction was completed, a large amount of ice water was added to the solution, and the pH was adjusted to neutral with 10% hydrochloric a...

Embodiment 2

[0062] compound preparation of

[0063] 0.01 mol of 4-bromoacetophenone was dissolved in 10 mL of absolute ethanol, and 5 mL of 10% NaOH ethanol solution was added thereto. While stirring in an ice bath, slowly drop the mixture of 0.01mol thiophene-2-carbaldehyde and 10mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and use a thin-layer silica gel plate to (TLC) to check the completion of the reaction. After the reaction is completed, add 5 mL of 10% NaOH ethanol solution to the reaction mixture, and slowly drop a mixed solution of 0.02 mol cyanoacetamide and 10 mL of absolute ethanol into the mixture with a constant pressure dropping funnel, and continue to cool at 0-5 ° C. The reaction was carried out, and TLC was used to check whether the reaction was complete. After the reaction was completed, a large amount of ice water was added to the solution, and the pH was adjusted to neutral with 10% hydrochloric aci...

Embodiment 3

[0066] compound preparation of

[0067] 0.01 mol of 4-methoxyacetophenone was dissolved in 10 mL of absolute ethanol, and 5 mL of 10% NaOH ethanol solution was added thereto. Under stirring in an ice bath, slowly drop a mixture of 0.01mol 5-bromothiophene-2-carbaldehyde and 10mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and use a thin A silica gel plate (TLC) was used to check whether the reaction was complete. After the reaction is complete, add 5 mL of 10% NaOH ethanol solution to the reaction mixture, and slowly drip a mixed solution of 0.02 mol cyanoacetamide and 10 mL of absolute ethanol into the mixture with a constant pressure dropping funnel, and continue to The reaction was carried out at ℃, and the completion of the reaction was detected by TLC. After the reaction was completed, a large amount of ice water was added to the solution, and the pH was adjusted to neutral with 10% hydrochloric acid solu...

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PUM

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Abstract

The invention relates to a 2-cyano-3-thiophene substituted valeric amide derivative and applications thereof, and belongs to the field of pesticides, wherein the structural formula of the compound isrepresented by a formula I, R1 is methyl, methoxy, hydroxymethyl, chlorine or bromine, and R2 is hydrogen, methyl, methoxy, chlorine, bromine or iodine. The compound disclosed by the invention has good prevention and treatment effect on plant pathogenic fungi, and has good promotion effect on germination of vegetable seeds.

Description

technical field [0001] The invention relates to pentanamide derivatives substituted by 2-cyano-3-thiophene and applications thereof, belonging to the field of pesticides. Background technique [0002] Amide compounds have a wide range of biological activities, including sterilization, anti-oxidation, and plant growth regulation. Therefore, in the past few decades, extensive and in-depth research has been carried out on it, and many new and highly effective compounds have been discovered, and there are constantly new structures, unique modes of action, excellent performance, high efficiency against harmful organisms, and non-target organisms. Reports on species that are safe, easily degradable in the environment, and whose degradation products are safe for human health and the ecological environment. [0003] Thiophene is an important member of heterocyclic compounds and plays a very important role. The research on thiophene derivatives also plays a very important role in m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D333/24C07D333/28A01N43/10A01P3/00A01P21/00
CPCA01N43/10C07D333/24C07D333/28
Inventor 唐孝荣钱伟烽刘辉肖婷婷程玮陆童张婷婷蒋文静曾义张铭格陈彬贤
Owner XIHUA UNIV
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