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Novel benzopyran-2-one substituted acrylic ester compound having bactericidal activity

A kind of technology of acrylates and benzopyrans, applied in the field of novel benzopyran-2-one substituted acrylate compounds

Inactive Publication Date: 2015-02-18
SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Most benzopyran-2-ones (coumarins) and derivatives thereof have certain bactericidal or antibacterial activity, and methoxyacrylate compounds have also been reported as fungicides. The present invention uses benzopyran-2-ones Novel benzopyran-2-one substituted acrylate compounds obtained by combining pyran-2-one and acrylate compounds have not been disclosed

Method used

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  • Novel benzopyran-2-one substituted acrylic ester compound having bactericidal activity
  • Novel benzopyran-2-one substituted acrylic ester compound having bactericidal activity
  • Novel benzopyran-2-one substituted acrylic ester compound having bactericidal activity

Examples

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Embodiment

[0032]The following examples and bioassay results can be used to further illustrate the present invention, but are not meant to limit the present invention.

Synthetic example

[0034] Synthesis of compound I-1:

[0035]

[0036] In a 100 ml round bottom flask, dissolve methyl 2-(bromomethyl)-3-(4-nitrophenyl)acrylate (compound 2a) (1.286 g, 4.3 mmol) with 5 ml of ethyl acetate, and add 4-Hydroxycoumarin (compound 3a) (0.729 g, 4.5 mmol) and 15 ml of absolute ethanol were heated to 60°C, and after the 4-hydroxycoumarin was completely dissolved, kept stirring at 60°C, and 0.805 g of Anhydrous potassium carbonate, carry out TLC detection reaction process during the reaction, after 2 hours, the reaction reaches the end point. 20 ml of ethyl acetate and 50 ml of water were added to the reaction solution, the ethyl acetate layer was extracted three times with 20 ml of saturated saline solution, dried over anhydrous magnesium sulfate, precipitated under reduced pressure, and separated by silica gel column chromatography (ethyl acetate ester / petroleum ether=1 / 2), 0.786 g of light yellow viscous liquid was obtained, which was the target product (compou...

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Abstract

The invention relates to a compound and particularly relates to a novel benzopyran-2-one substituted acrylic ester compound having bactericidal activity. The novel benzopyran-2-one substituted acrylic ester compound has a general formula as shown in the specification, wherein R1 is selected from phenyl, substituted phenyl and a furan ring; and R2 is selected from C1-C2 alkyl. The compound disclosed by the invention has a novel structure and has very high inhibitory activity against the cucumber downy mildew and a certain inhibitory activity against the cucumber gray mold.

Description

technical field [0001] The present invention relates to a compound, in particular to a novel benzopyran-2-one substituted acrylate compound with fungicidal activity. Background technique [0002] In order to meet the needs of human beings for better survival and food and environmental safety, and to control the losses caused by pests within the economically acceptable range, due to the succession and change of fungal populations and the emergence and rapid development of resistance to chemical pesticides , there is a constant need to invent new and improved fungicidal compounds and compositions. [0003] Most benzopyran-2-ones (coumarins) and derivatives thereof have certain bactericidal or antibacterial activity, and methoxyacrylate compounds have also been reported as fungicides. The present invention uses benzopyran-2-ones The combination of pyran-2-one and acrylate compound to obtain a new type of benzopyran-2-one substituted acrylate compound has not been disclosed...

Claims

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Application Information

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IPC IPC(8): C07D311/52C07D405/12A01N43/16A01P3/00
CPCC07D311/52C07D407/12
Inventor 杨桂秋陈虹
Owner SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY