Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Environment-friendly plant bactericide

A plant fungicide, an environmentally friendly technology, applied in the field of new compounds, can solve the problems of no research and development reports on activity, and achieve excellent biological activity, novel structure, and good bactericidal effect

Inactive Publication Date: 2020-06-05
湖南博隽生物医药有限公司
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] N-(1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethyl)-2-methyl-4-(trifluoromethyl)thiazole-5- Formamide and N-(1-(3,4-dimethoxyphenyl)-2-(4-methylphenyl)ethyl)-2-methyl-4-(trifluoromethyl)thiazole- There is no research and development report on the synthesis and fungicidal activity of 5-carboxamide

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Environment-friendly plant bactericide
  • Environment-friendly plant bactericide
  • Environment-friendly plant bactericide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] N-(1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethyl)-2-methyl-4-(trifluoromethyl)thiazole-5- Preparation of formamide

[0031] 2-Methyl-4-trifluoromethyl-5-thiazolecarboxylic acid (0.211g, 1.0mmol), 1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenoxy Base) ethylamine (0.303g, 1.0mmol) was dissolved in dichloromethane, added triethylamine, then added EDCI (0.38g, 2.0mmol), HOBt (0.26g, 2.0mmol), 50 ℃ for 8 hours, TLC The detection reaction was complete, the organic layer was washed three times with water, washed once with saturated brine, dried over anhydrous sodium sulfate, and desolvated, and separated on a silica gel chromatography column using petroleum ether / EA (4:1) solvent to obtain a white solid that is N- (1-(3,4-Dimethoxyphenyl)-2-(4-methoxyphenyl)ethyl)-2-methyl-4-(trifluoromethyl)thiazole-5-carboxamide , m.p.122-125°C, yield 78%.

[0032] 1HNMR (400MHz, CDCl3) δ: 6.82–7.03 (m, 7H, phenyl), 5.35–5.38 (m, 1H, NHCH), 4.19-4.29 (m, 2H, OCH2), 3.87 (s, 6H, 2xOCH3) 3.76...

Embodiment 2

[0034] N-(1-(3,4-dimethoxyphenyl)-2-(4-methylphenyl)ethyl)-2-methyl-4-(trifluoromethyl)thiazole-5-methanol Preparation of amides

[0035] 2-Methyl-4-trifluoromethyl-5-thiazolecarboxylic acid (0.224g, 1.0mmol), 1-(3,4-dimethoxyphenyl)-2-(4-methylphenoxy ) Ethylamine (0.353g, 1.0mmol) was dissolved in N,N-dimethylformamide, triethylamine was added, then HOBt (0.653g, 2.0mmol) was added, and the reaction was carried out at 50°C for 8 hours. TLC detected that the reaction was complete. The organic layer was washed three times with water, washed once with saturated brine, dried over anhydrous sodium sulfate, and precipitated, and separated on a silica gel chromatography column using petroleum ether / EA (4:1) solvent to obtain an off-white solid, namely N-(1 -(3,4-Dimethoxyphenyl)-2-(4-methylphenyl)ethyl)-2-methyl-4-(trifluoromethyl)thiazole-5-carboxamide, m.p.129 -131°C, yield 83%.

[0036] 1HNMR (400MHz, CDCl3) δ: 7.39 (d, J = 8.0Hz, 2H.phenyl), 6.78-6.98 (m, 5H, phenyl), 5.38-5...

experiment example

[0038] (1) Test materials

[0039] The tested strains of Sclerotinia sclerotiorum were collected, isolated, cultivated and preserved by the Pesticide Science Teaching and Research Office of the Plant Protection College of Shenyang Agricultural University. The control drug chlorothalonil (chlorothalonil) original drug was provided by the Department of Pesticide Science, School of Plant Protection, Shenyang Agricultural University, and the contents were 95%.

[0040]Mycelia growth rate method First prepare the test agent with acetone to make 5000, 2500, 1250, 625.0, 312.5mg / L liquid medicine, then dilute 100 times with potato dextrose agar (PDA) medium to make toxic medium . Set the general sieve concentration as 50 mg / L, and the gradient concentration as 50, 12.5, 6.25, 3.125 mg / L. Use a puncher with a diameter of 6mm to make bacterial blocks from each pathogenic bacteria grown on the PDA medium, inoculate it on the poisonous PDA medium, culture it at 23°C±1°C for 3-5 days, a...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to an environment-friendly plant bactericide, which comprises an effective component namely a 2-methyl-4-trifluoromethyl-5-thiazole formamide compound or a pharmaceutically acceptable salt thereof, and one or more of pharmaceutically acceptable auxiliary materials. The 2-methyl-4-trifluoromethyl-5-thiazole formamide compound is prepared by taking 1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenoxy) ethylamine and 1-(3,4-dimethoxyphenyl)-2-(4-methylphenoxy) ethylamine as raw materials, and making the raw materials carry out one-step reaction with 2-methyl-4-trifluoromethyl-5-thiazole formic acid in the presence of an alkali, a condensing agent and an organic solvent. The prepared environment-friendly plant bactericide has certain inhibitory activity on sclerotinia sclerotiorum.

Description

[0001] This invention is a divisional application of the Chinese patent "a 2-methyl-4-trifluoromethyl-5-thiazole carboxamide compound". The application date is May 17, 2018, and the application number is 201810473625.8. technical field [0002] The present invention relates to a class of novel compounds and applications thereof, in particular to the preparation and application of a 2-methyl-4-trifluoromethyl-5-thiazole carboxamide compound. Background technique [0003] Thiazole is a five-membered or condensed ring system containing one or more heteroatoms (O, N or S). Thiazole compounds have various structures and have a wide range of biological activities, such as insecticide, fungicide and herbicide. In recent years, the application of thiazole compounds in terms of fungicidal activity has attracted much attention. Research institutions at home and abroad have reported a large number of thiazole compounds with excellent bactericidal activity, and have successfully develop...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): A01N43/78C07D277/56A01P3/00
CPCA01N43/78C07D277/56
Inventor 李丽娟朱露晶万迎春
Owner 湖南博隽生物医药有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com