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Catalyst for synthesizing methylamino abamectin intermediate imine compound and application of catalyst

A technology of emamectin and catalyst, applied in organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, chemical/physical process, etc., can solve low product yield and poor reaction selectivity and other problems, to achieve the effect of increasing conversion rate, increasing conversion rate and improving reaction selectivity

Active Publication Date: 2020-09-15
HEBEI VEYONG BIO CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the poor reaction selectivity of the catalyst selected in the existing emamectin preparation process, the problems such as low product yield, the invention provides a kind of catalyst for the synthesis of emamectin intermediate imine compound and its application

Method used

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  • Catalyst for synthesizing methylamino abamectin intermediate imine compound and application of catalyst
  • Catalyst for synthesizing methylamino abamectin intermediate imine compound and application of catalyst

Examples

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Embodiment 1

[0046] This embodiment provides a catalyst for the synthesis of the intermediate imine compound of emamectin, the catalyst specifically includes the following components: 0.3g of anhydrous aluminum trichloride, 0.2g of lanthanum chloride and 0.5g of tetrahydrofuran . The components are weighed according to the proportion and fully mixed and dispersed evenly to obtain the catalyst.

[0047] The method that adopts above-mentioned catalyzer to prepare emamectin may further comprise the steps:

[0048] Dissolve 100g of 4”-carbonyl-5-allyloxycarbonyl abamectin B1 in 400g of dichloromethane, add the above catalyst, cool down to -5~5°C, first add 10g of acetic acid dropwise, stir for 30 minutes, then drop Add 100g of 30% methylamine methanol solution, finish adding in 5-8 hours, slowly rise to 20-25°C, take a sample, the content of 4”-hydroxy-5-allyloxycarbonyl abamectin B1 is 0.8%, cool down to - 5~0℃, add 0.08g tetrakistriphenylphosphine palladium, nitrogen protection, add 11.0g ...

Embodiment 2

[0050] This embodiment provides a catalyst for synthesizing the imine compound of the emamectin intermediate, and the catalyst specifically includes the following components: 0.5 g of anhydrous aluminum isopropoxide, 0.5 g of lanthanum chloride and 4 g of acetonitrile. The components are weighed according to the proportion and fully mixed and dispersed evenly to obtain the catalyst.

[0051] The method that adopts above-mentioned catalyzer to prepare emamectin may further comprise the steps:

[0052] Dissolve 100g of 4”-carbonyl-5-allyloxycarbonyl abamectin B1 in 400g of dichloromethane, add the above catalyst, cool down to -5~5°C, add 10g of acetic acid and 100g of 30% methylamine methanol solution dropwise Add the mixture in 5-8 hours, slowly rise to 20-25°C, take a sample, the content of 4"-hydroxy-5-allyloxycarbonyl Abamectin B1 is less than 1.0%, cool down to -5-0°C, Add 0.06g tetrakistriphenylphosphine palladium, nitrogen protection, add 12.0g sodium borohydride in batc...

Embodiment 3

[0054] The present embodiment provides a catalyst for the synthesis of the imine compound of the emamectin intermediate, and the catalyst specifically includes the following components: 0.9 g of anhydrous aluminum trichloride, 0.1 g of antimony trichloride and 4.0 g of tetrahydrofuran g. The components are weighed according to the proportion and fully mixed and dispersed evenly to obtain the catalyst.

[0055] The method that adopts above-mentioned catalyzer to prepare emamectin may further comprise the steps:

[0056] Dissolve 100g of 4”-carbonyl-5-allyloxycarbonyl abamectin B2 in 400g of dichloromethane, add the above catalyst, cool down to -5~5°C, first add 10g of acetic acid dropwise, stir for 30 minutes, then drop Add 100g of 30% methylamine methanol solution, finish adding in 5-8 hours, slowly rise to 20-25°C, sample 4”-hydroxy-5-allyloxycarbonyl avermectin B1 with 0.5% content, cool down to -5 ~0°C, add 0.06g tetrakistriphenylphosphine palladium, add 12.0g sodium boro...

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Abstract

The invention relates to the technical field of emamectin benzoate preparation, and particularly discloses a catalyst for synthesizing an emamectin benzoate intermediate imine compound and an application of the catalyst. The main catalyst is chlorate of aluminum salt and rare earth metal elements; the cocatalyst is a polar organic matter; wherein the aluminum salt is aluminum trichloride or aluminum isopropoxide. The catalyst provided by the invention is used for synthesizing the methylamino abamectin intermediate imine compound; the content of the prepared emamectin benzoate is as high as 95%or above; the yield is more than 90%, meanwhile, the generation of fluorine-containing wastewater is avoided, the problem that fluorine in the emamectin benzoate production wastewater exceeds the standard is solved, the reaction time is shortened, the conversion rate of raw materials and the selectivity of main products are improved, and the production cost of emamectin benzoate is reduced.

Description

technical field [0001] The invention relates to the technical field of emamectin preparation, in particular to a catalyst for synthesizing an emamectin intermediate imine compound and an application thereof. Background technique [0002] Emamectin benzoate is a low-toxic insecticide and acaricide derived from microorganisms. It is a high-efficiency biological agent synthesized on the basis of abamectin. It has high activity, wide insecticidal spectrum, and can be mixed. It has the characteristics of good sex, long-lasting effect, safe use, etc. The mode of action is mainly stomach poisoning, and it also has contact killing effect. Its insecticidal mechanism is to hinder the motor nerves of pests. Since emamectin was launched on the market, it has been widely used in the protection of animal and plant pests due to its high efficiency and low toxicity insecticidal performance, and has firmly occupied the domestic and foreign markets. [0003] At present, the synthesis of ema...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/26B01J31/02B01J27/125B01J27/10C07H1/00C07H17/08
CPCB01J31/26B01J31/0204B01J31/0212B01J31/0248B01J31/0245B01J27/125B01J27/10C07H17/08C07H1/00B01J35/19
Inventor 田学芳高永民王博李立华贾成国
Owner HEBEI VEYONG BIO CHEM
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