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Ethyl 10-undecylaminomethylpropionate and its preparation method and application in mosquito repellent

A technology of ethyl enoylaminomethylpropionate and ethyl propionate, which is applied in the field of ethyl 10-undecylaminomethylpropionate and its preparation, can solve the problem of erythema, urticaria, poisonous Side effects, neurotoxicity and other problems, to achieve the effect of expanding the use value, low toxicity and safe use

Active Publication Date: 2022-03-04
INST OF ZOOLOGY GUANGDONG ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If there are certain toxic and side effects, it may cause symptoms such as erythema and urticaria in the user; it has certain solubility to chemical fiber clothing; it has certain permeability and irritation to the skin
It may even cause neurotoxicity, and it has been found that mosquitoes may develop resistance to DEET

Method used

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  • Ethyl 10-undecylaminomethylpropionate and its preparation method and application in mosquito repellent
  • Ethyl 10-undecylaminomethylpropionate and its preparation method and application in mosquito repellent
  • Ethyl 10-undecylaminomethylpropionate and its preparation method and application in mosquito repellent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Compound Synthesis Method

[0030] Preparation of ethyl 10-undecylenylaminomethylpropionate: In a 500 mL three-neck reaction flask equipped with a stirring device, dropping funnel and thermometer, add 40 g of 10-undecylenoyl chloride and 80 mL of diethyl ether. Slowly add 20 g of 3-(methylamino) ethyl propionate dropwise in the dropping funnel, pay attention to the boiling situation, control the speed of dripping 3-(methylamino) ethyl propionate (about 0.5g / min), let the reaction process Steady, the reaction temperature is 30°C to 40°C. After dropping, continue to stir for 1h. Then, 100 mL of 5% sodium hydroxide aqueous solution was added to the reactant, stirred thoroughly for 1 h, and the reaction was completed. Then the ether layer was separated and extracted. The ether layer was washed once more with 5% aqueous sodium hydroxide solution. Then the ether layer was washed once with 10% hydrochloric acid solution and water respectively. It was dried over anhydrous ...

Embodiment 2

[0040] Same as Example 1, the difference is: step a continues to stir the reaction for 0.5h, the mass volume ratio of 10-undecenoyl chloride and ether is 1:1g / mL, 10-undecenoyl chloride and 3-(methylamino ) The mass ratio of ethyl propionate is 1.5:1.

Embodiment 3

[0042] Same as Example 1, the difference is: Step a continues to stir the reaction for 2h, the mass volume ratio of 10-undecenoyl chloride and ether is 1:3g / mL, 10-undecenoyl chloride and 3-(methylamino) The mass ratio of ethyl propionate is 2.5:1.

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Abstract

The invention discloses ethyl 10-undecylaminomethyl propionate, a preparation method thereof and an application in mosquito repelling. The compound 10-undecylenamido ethyl methyl propionate has a structural formula as shown in formula I. The compound has a simple synthesis process route, readily available raw materials, low toxicity, no allergies, no irritation, and is safe to use; it has a good mosquito repellent effect, and the mass fraction is 10% ethyl 10-undecylaminomethylpropionate The effective protection time is 8.3±1.0h, reaching the A-level standard of "GB / T13917.9‑2009 Indoor efficacy test and evaluation of hygienic insecticides for pesticide registration Part 9: Repellents", which has further research and expanded use value .

Description

Technical field: [0001] The invention belongs to the technical field of mosquito repelling, and in particular relates to ethyl 10-undecylaminomethyl propionate, a preparation method thereof and an application in mosquito repelling. Background technique: [0002] Since DEET was reported as an effective repellent in the 1950s, it is still used as a standard repellent in most countries and regions, and is currently the most widely used mosquito repellent. But people found that DEET has some disadvantages in use. If there are certain toxic and side effects, it may cause symptoms such as erythema and urticaria in the user; it has certain solubility to chemical fiber clothing; it has certain permeability and irritation to the skin. It may even cause neurotoxicity, and it has been found that mosquitoes may develop resistance to DEET. Thereby the research of finding new species repellent and overcoming existing shortcoming is going on all the time. Invention content: [0003] T...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/49C07C231/02A01N37/46A01P17/00
CPCC07C233/49A01N37/46
Inventor 吴华戴建青陈大嵩黄鸿郑基焕
Owner INST OF ZOOLOGY GUANGDONG ACAD OF SCI