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Pyrazole amides and their applications

A technology of pyrazole amide and compound is applied to pyrazole amide compound and its application field as agricultural fungicide, can solve the problem of no pyrazole amide compound and the like, and achieves simple structure, easy synthesis and low cost. Effect

Inactive Publication Date: 2017-03-15
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 use of pyrazole amide compounds as agricultural fungicides

Method used

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  • Pyrazole amides and their applications
  • Pyrazole amides and their applications
  • Pyrazole amides and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] compound (C 8 h 6 N 2 OS) preparation

[0030] (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.

[0031] (2) Add 0.01mol pyrazole and 10mL dichloromethane into a 50mL three-neck flask, add 3mL triethylamine, and add fresh thiophene-2-formyl chloride dropwise under stirring at room temperature. After the dropwise addition, continue the reaction at 30-50°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 milky white crystal product with a yield of 54%. The spectral data of the product are as follows:

...

Embodiment 2

[0035] compound (C 8 h 5 N 2 o 2 Br) preparation

[0036] (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.

[0037] (2) Add 0.01mol 4-bromopyrazole and 10mL dichloromethane into a 50mL three-necked flask, add 3mL pyridine, and add the newly prepared furan-2-formyl chloride dropwise under stirring at room temperature. After the dropwise addition, continue to react at 30-50°C for 2 hours. After the reaction is completed, wash the reaction mixture with 10% hydrochloric acid, 10% NaOH solution and distilled water to neutrality, and place it in a refrigerator at 2-6°C until solid After precipitation, filter, wash, and recrystallize with dimethyl sulfoxide and water to obtain a white crystal product with a yield of 55%. The spectral data of the product are as follow...

Embodiment 3

[0042] compound (C 8 h 5 N 2 OSBr) preparation

[0043] (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.

[0044] (2) Add 0.01mol 4-bromopyrazole and 10mL dichloromethane into a 50mL three-necked flask, add 3mL triethylamine, and add the newly prepared thiophene-2-formyl chloride dropwise under stirring at room temperature. After the dropwise addition, continue the reaction at 30-50°C for 4 hours. After the reaction is completed, 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 milky white crystal product with a yield of 67%. The spectral data of the pr...

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Abstract

The invention discloses pyrazole amide compounds and application thereof, relating to the field of agricultural bactericides. The general formula (I) of the compounds is disclosed in the specification, wherein X is oxygen atom or sulfur atom; R1 is hydrogen atom, halogen, C1-C4 alkyl or alkoxy group, or nitro group; and R2 is hydrogen atom, halogen atom, C1-C4 alkyl or alkoxy group, or nitro group. The compounds have simple structure, have favorable inhibiting activity on leaf spot of corn, scab of wheat and many other plant pathogenic fungi, can be used for preventing and treating plant pathogenic fungi, and provide a new application in the field of pesticides.

Description

technical field [0001] The invention relates to the field of agricultural fungicides, in particular to pyrazole amide 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] Since 1966, whe...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/06C07D409/06A01N43/56A01P3/00
CPCA01N43/56C07D405/06C07D409/06
Inventor 唐孝荣王雪松高素美杨建高扬徐志宏张燕王玲
Owner XIHUA UNIV
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