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Preparation and application of a kind of triazolone compound

A kind of technology of triazolone and compound, applied in the field of triazolone compound

Inactive Publication Date: 2017-12-19
ZHEJIANG SHUREN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, there is no literature report on the research of 3-methoxy-4-methyl-1-substituent-1H-1,2,4-triazol-5(4H)one derivatives as fungicides

Method used

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  • Preparation and application of a kind of triazolone compound
  • Preparation and application of a kind of triazolone compound
  • Preparation and application of a kind of triazolone compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The target compound is the synthesis of formula (I) compound: add 2mmol compound II, 2mmol substituted benzyl chloride or chloride, 8mL DMF and 2.4mmol K in a 25mL round bottom flask 2 CO 3 , stirred at room temperature, and TLC was used to detect the progress of the reaction. After the reaction was completed, the reaction solution was poured into 30 mL of ice water to precipitate a solid, which was filtered, precipitated, and subjected to silica gel column chromatography to obtain a solid product. The following specific compounds were all synthesized by the same method.

[0024] 1-(4-fluorophenyl)-3-methoxy-4-methyl-1H-1,2,4-triazol-5(4H)-one (2a)

[0025] m.p.102-103°C, Yield 91%. 1 H NMR (400M, CDCl 3 ): 3.15 (s, 3H, N-CH 3 ), 3.95(s, 3H, OCH 3 ), 4.97 (s, 2H, NCH 2 ), 7.05-7.12(m, 2H, Ph), 7.27-7.29(m, 2H, Ph); ESI-MS: 238[M+H].

[0026] 1-(4-Bromophenyl)-3-methoxy-4-methyl-1H-1,2,4-triazol-5(4H)-one (2b)

[0027] m.p.138-140°C, Yield 88%. 1 H NMR (400M, C...

Embodiment 2

[0039] Bactericidal activity test

[0040] 2.1 Test drug

[0041] 2.1.1 Test agents and treatment doses

[0042] For the test samples, each sample has a test concentration of 500mg / L.

[0043] 2.1.2 Tested strains

[0044] Cucumber scab: Cucumber brown spot: Cucumber powdery mildew; all preserved by Vegetable and Flower Institute, Chinese Academy of Agricultural Sciences.

[0045] 2.2 Cell Arrangement

[0046] All treatments were replicated 3 times, and 10 seedlings were replicated each time, and randomly arranged in the greenhouse.

[0047] 2.3 Test treatment

[0048] 2.3.1 Application and inoculation methods

[0049] In the morning of a sunny day, the test agent and the control agent were prepared according to the test concentration. The inoculation method of cucumber scab, cucumber brown spot, and powdery mildew was inoculated by spraying spore suspension, and moisturizing culture after inoculation.

[0050] 2.3.2 Meteorological data

[0051] During the test period, i...

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Abstract

The invention relates to triazolone compounds and a preparation method thereof. The structure of the triazolone compounds is showed in the formula (1), wherein R is C1-C11 alkyl or substituted-phenyl, and each substituent group for substituting phenyl is respectively and independently selected from C1-C4 alkoxy, halogen and cyanogroup. The triazolone compounds disclosed by the invention are easy to prepare, have excellent bactericidal activity, and can be applied to bactericides for prevention and control of Cladosporium cucumerinum germ, Corynespora cassiicolai germ and Sphaerotheca fuliginea germ. The invention also relates to bactericides containing the compounds.

Description

technical field [0001] The present invention relates to a triazolone compound, specifically 3-methoxy-4-methyl-1-substituent-1H-1,2,4-triazol-5(4H)one derivative Preparation and application as fungicide. Background technique [0002] Heterocyclic compounds have become the mainstream in the development of new pesticides, and in heterocyclic compounds, nitrogen-containing heterocycles are the main ones. Triazole compounds are a category of rapid development in recent years, widely used in the control of various pathogens in grain and oil crops, vegetables, fruit trees and ornamental plants, and also have the function of growth regulation. For example, Bayer's fluorotriazole, triadimefon, and triadimenol, Belgian Jenssen's econazole and propiconazole, CIC's paclobutrazol, benzylclotriazole, and Japan's Sumitomo Chemical's S-3307, More than 20 kinds such as S-3308. In addition, triazole plant growth regulators, insecticides, acaricides, and herbicides are also commonly found ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D249/12A01N43/653A01P3/00
CPCA01N43/653C07D249/12
Inventor 孙娜波金建忠雷超
Owner ZHEJIANG SHUREN UNIV
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