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

2,4-disubstituted thiazolines derivatives, preparing method and application thereof

A compound and thienyl technology, which is applied to 2,4-disubstituted thiazoline derivatives and the fields of their preparation and application, can solve the problem that the action level and duration of action are not completely satisfactory and the like

Inactive Publication Date: 2008-09-17
CHINA AGRI UNIV
View PDF2 Cites 11 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the levels of action and / or duration of action of these compounds in the prior art are not entirely satisfactory in various fields of application, especially when used against certain organisms or at low application concentrations

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
  • 2,4-disubstituted thiazolines derivatives, preparing method and application thereof
  • 2,4-disubstituted thiazolines derivatives, preparing method and application thereof
  • 2,4-disubstituted thiazolines derivatives, preparing method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0029] The synthesis of example 1,2-furyl-4-methyl-thiazoline (CAU-FB-1)

[0030] Into a 50 mL round bottom flask was added 1.12 g (10 mmol) furan-2-carboxylic acid and 2 mL SOCl 2 , refluxed for 4 hours, and the excess SOCl was evaporated under reduced pressure with a rotary evaporator 2 , without further purification to give furan-2-yl chloride, which was then added with 10 mL of CH 2 Cl 2 stand-by. Add 50 mL of dichloromethane and 4 mL of triethylamine (Et 3 N) and 0.72g (10mmol) alaninol, cooled to 0°C in an ice bath, added dropwise the dichloromethane solution of the above-mentioned furan-2-acyl chloride within 30min under continuous rapid stirring, stirred at room temperature for 4 hours after dropping, and removed by rotary evaporator. solvent to obtain N-(1-methyl-2-hydroxyl) ethyl-2-furanamide; then add 50mL toluene, 5mL triethylamine (Et 3 N) and 3.33g (15mmol) of phosphorus pentasulfide, refluxed for 6 hours, cooled, poured out the supernatant, washed twice wit...

Embodiment 2

[0039] Embodiment 2, the preparation of compound CAU-FB series emulsifiable concentrate preparation

[0040] Add compound CAU-FB-1110mg in the 100mL volumetric flask, use the emulsifier (the emulsifier is polyoxyalkylene alkyl aryl ether) with mass percentage composition to be 12%, the mass percentage content to be 1% penetrant (penetrant The agent is dissolved in xylene solution of alkyl aryl sulfonate), and then the above-mentioned xylene solution is used to dilute to obtain the emulsifiable concentrate preparation containing compound CAU-FB-110.01%.

Embodiment 3

[0041] The antifungal activity determination of embodiment 3, CAU-FB series compound

[0042] Experimental method: In vitro growth rate assay was used.

[0043] Bacteriostatic solution: In the experiment, each compound of CAU-FB 1-15 was prepared into a 5000mg / L bacteriostatic solution with acetone.

[0044] Strains:

[0045]Rhizoctonia solani kühn, Phytophthora parasitica Dast, Sclerotinia sclerotiorum (Lib) de Bary, Pythium melon should be: (Pythiumaphanidermatum), Fulvia fulva (Cooke) Cif.), Fusarium oxysporum Schl.f.sp. Vasinfectum (Atk). Snyd & Hans..), Pyricularia oryzae Cav., Phomopsis asparagi (sacc .) Bubak), Macrophoma kawatsukaiHara.

[0046] Preparation of fungal block: Transfer the above-mentioned fungi to a PSA plate under aseptic conditions, place Sclerotinia sclerotiorum in a 23-25°C incubator, and cultivate the rest of the plant pathogenic fungi in a 27-28°C incubator until the hyphae are uniform Overgrown the PSA plate, and then made a bacterial block wit...

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 provides a kind of 2,4-disubstituted thiazoline derivatives, a preparation method and application thereof. The derivatives are shown in formula (I), wherein R<1> represents 2-furyl, 2-thienyl, 2-pyrrolyl, 2-indyl or 3-indyl; and R<2> represents methyl, isopropyl, isobutyl, benzyl or phenyl. The preparation method includes allowing acyl chloride and amino alcohol to react to obtain amide compound; and performing cyclic reaction to obtain the compound of the formula (I). The bioactivity experiment indicates that the 2,4-disubstituted thiazoline derivatives (CAU-FB series compound) have a certain inhibiting effect on various fungus, especially CAU-FB11 displays an inhibiting rate of 100% at a concentration of 50mg / l.

Description

technical field [0001] The invention relates to 2,4-disubstituted thiazoline derivatives and their preparation method and application. Background technique [0002] The thiazoline ring is a structural unit with important physiological activities. Some thiazoline compounds have been synthesized for agricultural purposes such as insecticide, acaricide, nematicide and fungicide, and have low toxicity to plants and the ecological environment, and are environmentally friendly and environmentally friendly. However, the levels of action and / or duration of action of these compounds in the prior art are not entirely satisfactory in various fields of application, especially when used against certain organisms or at low application concentrations. Therefore, there is an urgent need to develop plant insecticides with high activity, long duration and wide range of action. The existing structure types are generally phenyls with different substituents at the 2-position of thiazoline, and...

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
IPC IPC(8): C07D417/04A01N43/78A01P3/00
Inventor 傅滨程学明肖玉梅李舟郑中博
Owner CHINA AGRI UNIV
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