Unlock instant, AI-driven research and patent intelligence for your innovation.

4'-hydrazone substituted abamectin B2a/B2b derivative and salts thereof

A technology of abamectin and derivatives, applied in the field of crop pesticides, abamectin B2a/B2b derivatives and their salts, to achieve the effect of improving stability and insecticidal activity

Active Publication Date: 2018-11-20
HEBEI VEYONG BIO CHEM
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved in the present invention is to provide a kind of abamectin B substituted by a 4 "-hydrazone group 2a / B 2b Derivatives and their salts can effectively improve the stability and insecticidal activity of compounds, and can solve the problem that pests have developed resistance to existing pesticides, and have special effects on mites, aphids, and Lepidoptera pests

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
  • 4'-hydrazone substituted abamectin B2a/B2b derivative and salts thereof
  • 4'-hydrazone substituted abamectin B2a/B2b derivative and salts thereof
  • 4'-hydrazone substituted abamectin B2a/B2b derivative and salts thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] When 4”-hydrazone substituted abamectin B 2a / B 2b The derivative is 5-hydroxy-4”-deoxy-4”-N-(2-pyridyl)hydrazone abamectin B 2a / B 2b When, its preparation method is as follows:

[0096] a. Add 10g of 5-allyloxycarbonyl-4”-carbonyl abamectin B 2a / B 2b The oxide was dissolved in 50g of dichloromethane and set aside.

[0097] b. Dissolve 2.0g of 2-hydrazine-pyridine hydrochloride in 10g of methanol, then add 1.6g of tetramethylethylenediamine and react at 25°C for 0.5h, then add 5-allyloxycarbonyl-4”- Carbobamectin B 2a / B 2b Dichloromethane solution of the oxide, the temperature was adjusted to 5°C, and the reaction was stirred for 2h.

[0098] c. Add 0.005 g of tetrakistriphenylphosphine palladium, then add 0.4 g of sodium borohydride in batches, react for 0.5 h, wash with water, separate the organic phase, remove dichloromethane under reduced pressure, and pass through the column to obtain 95% 5-Hydroxy-4”-deoxy-4”-N-(2-pyridyl)hydrazone Abamectin B 2a / B ...

Embodiment 2

[0103] When 4”-hydrazone substituted abamectin B 2a / B 2bThe salt of the derivative is 5-hydroxyl-4”-deoxy-4”-N-N-(2-chloro-5-methylthiazolyl) hydrazone abamectin B 2a / B 2b When hydrochloride, its preparation method is as follows:

[0104] a. Add 10g of 5-allyloxycarbonyl-4”-carbonyl abamectin B 2a / B 2b Dissolve in 60g of dichloroethane and set aside.

[0105] b. Dissolve 4.0g of 2-chloro-5-methyl-thiazolehydrazine hydrochloride in 12g of ethanol, then add 2.0g of triethylamine and react at 50°C for 20 minutes, then add the dissolved 5-allyloxy Carbonyl-4”-carbonyl Abamectin B 2a / B 2b dichloroethane solution, the temperature was adjusted to 10 ° C, and the reaction was stirred for 2.5 h.

[0106] c. Cool down to 0-5°C, add 0.005g of tetrakistriphenylphosphine palladium, then add 0.6g of sodium borohydride in batches, react for 40 minutes, wash with water, separate the organic phase, and add 3.0g of 10% hydrochloric acid dropwise , stirred for 0.5h, dichloroethane w...

Embodiment 3

[0110] When 4”-hydrazone substituted abamectin B 2a / B 2b The derivative is 5-hydroxy-4”-deoxy-4”-N-(5-bromo-2-pyridyl)hydrazone abamectin B 2a / B 2b When, its preparation method is as follows:

[0111] a. Add 5g of 5-dimethyltert-butylsilyl-4”-carbonyl abamectin B 2a / B 2b Dissolve in 30g chloroform and set aside.

[0112] b. Dissolve 3.5g of 5-bromo-2-hydrazine-pyridine hydrochloride in 8.5g of propanol, then add 1.5g of tributylamine and react at 0°C for 40 minutes, then add the dissolved 5-dimethyl tert-Butylsilyl-4”-carbonyl Abamectin B 2a / B 2b Chloroform solution, the temperature was adjusted to -10°C, and the reaction was stirred for 1.5h.

[0113] c. Add 1.5 g of tetrabutylammonium fluoride in batches, react for 20 minutes, wash with water, separate the organic phase, remove chloroform under reduced pressure, add n-hexane and stir for 30 minutes to obtain 8.5 g of 5-hydroxyl with a content of 92%. -4”-Deoxy-4”-N-(5-bromo-2-pyridyl)hydrazone Abamectin B 2a / B...

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 discloses a 4'-hydrazone substituted abamectin B2a / B2b derivative and salts thereof. The compound has a general formula of a chemical structure shown as a formula I, is capable of effectively improving the stability and insecticidal activity of the compound, can solve the problem that injurious insects have resistance to existing pesticides, has special effects on mites, aphids and lepidoptera pests, and is particularly capable of effectively controlling the mites having resistance. The structural formula is shown in the description.

Description

technical field [0001] The present invention relates to compound, especially a kind of abamectin B 2a / B 2b Derivatives and their salts belong to crop pesticides. Background technique [0002] Japanese scientist Satoshi Omura and American Merck Company isolated and extracted a group of macrolide homologues with similar structure from Streptomyces fermented mycelia in 1975 and named them Avermeetin (AVM for short). Abamectin fermentation broth includes abamectin A 1a , Abamectin A 1b , Abamectin A 2a , Abamectin A 2b , Abamectin B 1a , Abamectin B 1b , Abamectin B 2a , Abamectin B 2b etc., of which abamectin B 1 As the main ingredient, Abamectin B 2 The content is second, and the content of other components is less. [0003] Abamectin B 1 The series are widely used in the protection of animal and plant pests because of their excellent insecticidal and acaricidal properties. e.g. Emamectin B 1 Benzoate, ivermectin, epelinocetin, etc., but with the prolongation o...

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): C07H17/08C07H1/00A01N43/90A01P7/02A01P7/04
CPCA01N43/90C07H1/00C07H17/08
Inventor 田学芳王博范朝辉闫燕燕张博李合军王利超左会旭魏亚欣刘新兆贾成国
Owner HEBEI VEYONG BIO CHEM