Trifluoromethyl oxadiazole compound, preparation method and application thereof, and bactericide

A technology of trifluoromethyl oxadiazoles and compounds, which is applied in the field of pesticides, can solve problems such as resistance problems, and achieve excellent control effects and good crop safety effects

Pending Publication Date: 2022-05-06
JIANGSU FLAG CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to provide a new class of trifluoromethyl oxadiazole compounds in order to overcome the resistance problem of existing fungicide targets

Method used

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  • Trifluoromethyl oxadiazole compound, preparation method and application thereof, and bactericide
  • Trifluoromethyl oxadiazole compound, preparation method and application thereof, and bactericide
  • Trifluoromethyl oxadiazole compound, preparation method and application thereof, and bactericide

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0076] Preparation Example 1: Preparation of Compound 86

[0077] Step 1): Take triphenylmethyl phosphine bromide (60mmol, 1.5eq.) in a 250mL eggplant-shaped flask, add ultra-dry 100mL tetrahydrofuran, and then add potassium tert-butoxide (60mmol, 1.5eq. .), the solution turned yellow, continue to stir for 30min and then add o-chloroacetophenone (40mmol, 1eq.), after adding, move to room temperature to continue the reaction for 2h, after TLC monitoring the reaction is complete, add water to quench the reaction, ethyl acetate Extraction, washing 3 times with water and saturated brine each, mixing the organic phase with silica gel, using petroleum ether as eluent, and column chromatography to obtain the phenene intermediate.

[0078] Step 2): Take the alkene intermediate (30mmol, 1eq.) obtained in the previous step into a 250mL eggplant flask, add 60mL chloroform, then add NBS (33mmol, 1.1eq.), and finally add p-toluenesulfonic acid (9mmol). , 0.3eq.), reflux reaction for 1.5h,...

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Abstract

The invention relates to the field of pesticides, and discloses a trifluoromethyl oxadiazole compound, a preparation method and application thereof, and a bactericide, and the compound has a structure as shown in formula (I2). The trifluoromethyl oxadiazole compound provided by the invention can have an excellent control effect on at least one plant pathogenic microorganism of soybean rust, corn rust, cucumber anthracnose, cucumber downy mildew, cucumber powdery mildew, wheat brown rust and broad bean rust at a low dosage.

Description

technical field [0001] The invention relates to the field of pesticides, in particular to a trifluoromethyl oxadiazole compound, a preparation method and application thereof, and a fungicide. Background technique [0002] Many documents have reported that trifluoromethyl oxadiazole derivatives have the effect of preventing and controlling phytopathogenic microorganisms, especially fungi. For example, the prior art such as WO2017 / 081309A1, WO2017 / 081310A1, WO2017 / 103219A1 all involve trifluoromethyl oxadiazole derivatives. Fluoromethyloxadiazole derivatives and their use in controlling phytopathogenic organisms. [0003] In terms of medical use, for example, WO2013 / 008162A1 describes trifluoromethyloxadiazole derivatives with HDAC4 inhibitory activity and their use in medicine. [0004] In addition, BASF's published article in 2020 (DOI 10.1002 / ps.5874) has demonstrated that HDAC-targeted inhibitors have excellent control effects against rust. This shows that HDAC inhibitor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D271/06A01N43/836A01P3/00
CPCC07D271/06A01N43/82Y02A50/30
Inventor 杨光富魏阁鲁强董姝妤张璞吴耀军赵文
Owner JIANGSU FLAG CHEM IND
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