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Formamido diphenyl amide compound and application thereof

A technology of formylamino diphenylamides and compounds, applied in the field of formylamino diphenylamide compounds and their application as agricultural fungicides, can solve the problem of the application of formylamino diphenylamide compounds that have not been seen to achieve high inhibitory activity, simple structure, and low cost

Inactive Publication Date: 2015-05-13
XIHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] So far, there is no report on the application of formamidodiphenylamides in pesticide fungicides

Method used

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  • Formamido diphenyl amide compound and application thereof
  • Formamido diphenyl amide compound and application thereof
  • Formamido diphenyl amide compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] compound (C 23 h 17 N 3 o 5 ) preparation

[0028] (1) Add 0.01mol of furan-2-carboxylic acid and 15mL of thionyl chloride to a 50mL three-necked flask, heat to 80°C and reflux for 2 hours, distill off excess thionyl chloride until no liquid flows out, Cool to room temperature to obtain furan-2-formyl chloride.

[0029] (2) Add 0.005mol 4,4-diaminobenzoanilide and 15mL dichloromethane into a 50mL three-neck flask, add 3mL pyridine or triethylamine, and add the newly prepared furan-2- formyl chloride. After the dropwise addition, continue the reaction at 40-60°C for 2 hours. After the reaction is complete, wash the reaction mixture with 10% hydrochloric acid, 10% NaOH and distilled water to neutrality, and place it in a refrigerator at 2-6°C until the solid precipitates Afterwards, filter, wash, and recrystallize with dimethyl sulfoxide and water to obtain a light yellow powder product with a yield of 68%. The spectral data of the product are as follows:

[003...

Embodiment 2

[0033] compound (C 23 h 17 N 3 o 3 S 2 ) preparation

[0034] (1) Add 0.01mol thiophene-2-carboxylic acid and 15mL thionyl chloride to a 50mL three-neck flask, heat to 80°C and reflux for 2 hours, and distill off excess thionyl chloride until no liquid flows out, Cool to room temperature to obtain thiophene-2-formyl chloride.

[0035] (2) Add 0.005mol 4,4,-diaminobenzoanilide and 15mL dichloromethane into a 50mL three-necked flask, add 3mL pyridine or triethylamine, and add the newly prepared thiophene- 2-Formyl chloride. After the dropwise addition, continue the reaction at 40-60°C for 3 hours. After the reaction is complete, wash the reaction mixture with 10% hydrochloric acid, 10% NaOH and distilled water to neutrality, and place it in a refrigerator at 2-6°C until the solid precipitates Afterwards, filter, wash, and recrystallize with dimethyl sulfoxide and water to obtain a white powder product with a yield of 72%. The spectral data of the product are as follows...

Embodiment 3

[0039] Determination of Antibacterial Activity of Formamidodiphenylamide Compounds against Phytopathogenic Fungi

[0040] 1. Plant pathogenic fungi tested

[0041] Rice sheath blight, wheat head blight, corn spot blight, rapeseed sclerotinia, tomato cinerea, potato infestation, melon anthracnose, grape white rot, citrus green mold, and apple ringworm .

[0042] 2. Experimental method

[0043]The test compound was dissolved in dimethyl sulfoxide, then added to tap water containing 0.1% Tween-80, and mixed uniformly to form a 200 mg / L test solution. This solution was added to the sterilized PDA medium, and at the same time, streptomycin at a concentration of 50 mg / L was added. Using the corresponding solution not containing the test compound as the blank control, make a drug-containing flat plate with uniform thickness for use, and repeat three times. Use a sterilized hole puncher to select Ф5mm well-grown, non-polluted, and uniformly growing bacterial cakes, and insert them...

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Abstract

The invention discloses a formamido diphenyl amide compound and application thereof, and relates to the field of agricultural fungicides. The structure of the compound is showed in the general formula (1), wherein X is an oxygen atom or a sulphur atom; R is a hydrogen atom, a halogen atom, a C1-C4 alkyl group or an alkoxy group. The compounds are simple in structure, have good inhibitory activity for multiple plant pathogenic fungi such as fusarium asiaticum and bipolaris maydis, can be used for preventing and curing the plant pathogenic fungi, and have novel use in the field of pesticides.

Description

technical field [0001] The invention relates to the field of agricultural fungicides, in particular to formylamino diphenylamide compounds and their application as agricultural fungicides. Background technique [0002] Pesticide resistance has always been an unavoidable problem in the control of agricultural diseases and insect pests. After a period of use of pesticides, pests or pathogenic bacteria will develop resistance to them, especially for some pesticides with strong targets, the resistance will develop faster. Therefore, in the face of this problem, there is a constant need to invent new and improved compounds and compositions with insecticidal or fungicidal activity in the control of agricultural diseases and insect pests. At the same time, along with people's increasing demand for agricultural and livestock products and increasing emphasis on environmental protection, new pesticides with lower cost and environmental friendliness are always required. [0003] Sinc...

Claims

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Application Information

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IPC IPC(8): C07D307/68C07D333/38A01N43/08A01N43/10A01P3/00
CPCA01N43/08A01N43/10C07D307/68C07D333/38
Inventor 唐孝荣王雪松杨建高素美高扬徐志宏张燕李唯一王玲
Owner XIHUA UNIV
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