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

Method for continuously preparing emamectin benzoate and intermediate thereof

A technology of emamectin and benzoate, applied in the field of continuous preparation of emamectin benzoate and its intermediates, capable of solving many side reactions, high frequency of solvent replacement, and long reaction time And other issues

Pending Publication Date: 2021-07-06
QINGDAO KYX CHEMICAL CO LTD
View PDF4 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The present invention is aimed at emamectin benzoate and its intermediate production process due to the poor mass and heat transfer of traditional equipment and the long reaction time in the amination and reduction process of the C4"-position carbonyl compound, the high frequency of solvent replacement, Due to the problems of many side reactions, low product content, repeated purification and continuous production, a method for preparing emamectin benzoate and its intermediates using a microreactor was proposed.

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
  • Method for continuously preparing emamectin benzoate and intermediate thereof
  • Method for continuously preparing emamectin benzoate and intermediate thereof
  • Method for continuously preparing emamectin benzoate and intermediate thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] A preparation of C4 "-methylamino-5-formyl allyl-abamectin B 1 method, the specific steps are as follows:

[0040] C4"-formimino-5-allyl-carboxylate-abamectin B 1 Dissolved in dichloromethane to form a homogeneous solution, pumped into the microchannel modular mixing device with methanol, and then pumped the mixed solution with the reducing agent into the microchannel modular reaction device, C4”-formimino-5-formic acid Allyl ester-abamectin B 1: Dichloromethane: Methanol: The molar ratio of the reducing agent is 1:40:10:5. In the microreactor of the microchannel modular reaction device, the reaction temperature is controlled to be 0°C and the reaction residence time is 5s. Compound C4"-methylamino-5-allyl carboxylate-abamectin B 1 .

[0041] Parallel experiments were carried out in 3 groups, and the original method was carried out in 2 groups of control experiments.

[0042] Controlled experiment (traditional method) parallel 2 groups:

[0043] 1) Add C4"-formimi...

Embodiment 2

[0049] A preparation of C4 "-methylamino-5-formyl allyl-abamectin B 1 method, the specific steps are as follows:

[0050] C4"-formimino-5-allyl-carboxylate-abamectin B 1 Dissolved in dichloromethane to form a homogeneous solution, pumped into the microchannel modular mixing device with methanol, and then pumped the mixed solution with the reducing agent into the microchannel modular reaction device, C4”-formimino-5-formic acid Allyl ester-abamectin B 1 : Dichloromethane: Methanol: The molar ratio of reducing agent is 1:40:30:7, in the microreactor of the microchannel modular reaction device, the reaction temperature is controlled to be 0°C, the reaction residence time is 5s, and the sample is detected to generate Compound C4"-methylamino-5-allyl carboxylate-abamectin B 1 .

[0051] Parallel experiments were carried out in 3 groups, and the original method was carried out in 2 groups of control experiments.

[0052] Controlled experiment (traditional method) parallel 2 gro...

Embodiment 3

[0059] A method for preparing C4 "-methylamino-5-formic acid allyl group-abamectin B1, the specific steps are as follows:

[0060] C4"-formimino-5-allyl-carboxylate-abamectin B 1 Dissolved in dichloromethane to form a homogeneous solution, pumped into the microchannel modular mixing device with methanol, and then pumped the mixed solution with the reducing agent into the microchannel modular reaction device, C4”-formimino-5-formic acid Allyl ester-abamectin B 1 : Dichloromethane: Methanol: The molar ratio of the reducing agent is 1:40:30:7, the reaction temperature is controlled to be 15°C and the reaction residence time is 10s in the microreactor of the microchannel modular reaction device, and the sample is detected to generate Compound C4"-methylamino-5-allyl carboxylate-abamectin B 1 .

[0061] Parallel experiments were carried out in 3 groups, and the original method was carried out in 2 groups of control experiments.

[0062] Controlled experiment (traditional method...

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 a method for continuously preparing an emamectin benzoate intermediate. The method specifically comprises the following steps of dissolving C4''-methylimino-5-allyl formate-abamectin B1 in alkyl halide, pumping the dissolved C4''-methylimino-5-allyl formate-abamectin B1 and C1-4 alcohol into a mixer for mixing, pumping a mixture and a reducing agent solution into a micro-channel modular reaction device, and controlling the reaction temperature to be -15 to 25 DEG C and the reaction retention time to be 3 to 50 seconds to obtain C4''-methylamino-5-allyl formate-abamectin B1. The invention also discloses a method for continuously preparing emamectin benzoate. According to the technical scheme, the modular micro-channel reaction device is adopted, so that continuous production operation can be achieved, and the product quality stability is greatly improved; dichloromethane is used as a solvent in all the reaction steps, so that the solvent is the same and cross mixing of solvents is avoided; and the mass and heat transfer capability is greatly improved, the reaction selectivity is improved, side reactions are reduced, the yield is improved, the reaction rate is effectively increased, and the reaction time is shortened.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a method for continuously preparing emamectin benzoate and an intermediate thereof. Background technique [0002] Emamectin Benzoate, Yes B 1a (≥90%) and B 1b (≤10%) mixture, which was first isolated from the fermentation broth of Streptomyces avermitilis naturally present in the soil, its mechanism of action is to stimulate the release of GABA (a neurotransmission inhibitor), and finally activate chlorine Chemical channels, which are non-systemic insecticides, penetrate into the leaf tissue through the leaf membrane and paralyze the Lepidoptera pests. After a few hours, the pests stop eating and die after 2-4 days. [0003] At present, the domestic production technology of emamectin salt is mainly based on abamectin, and the domestic production technology of emamectin salt is mainly based on abamectin, and the hydroxyl group on the 4”-position of abamectin is transfo...

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): C07H1/00C07H17/08
CPCC07H1/00C07H17/08
Inventor 姚明磊单长岭邴兆润葛家成王良清李建国
Owner QINGDAO KYX CHEMICAL CO LTD
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