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A kind of nicotinic compound and its preparation method and application

A compound and a technology of nicotine, which is applied in the field of nicotine compounds and their preparation, can solve the problems of reducing the killing rate of pests, and achieve the effects of not easily producing drug resistance, reducing environmental pollution, and increasing food production

Active Publication Date: 2015-09-16
SHANDONG UNITED PESTICIDE IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The killing rate of existing insecticides on pests is greatly reduced

Method used

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  • A kind of nicotinic compound and its preparation method and application
  • A kind of nicotinic compound and its preparation method and application
  • A kind of nicotinic compound and its preparation method and application

Examples

Experimental program
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Effect test

preparation example Construction

[0057] The preparation method of a kind of nicotinic compound of the present invention comprises the following steps:

[0058] ①Dissolve 1 mol of phenol in 500-800ml N,N-dimethylformamide, add 1-5 mol potassium carbonate, stir at 40-100°C for 1-10h, then add 1 mol of compound A, at 50-100°C React for 1-24 hours, evaporate the solvent after the reaction, add water and dichloromethane for extraction, take the solvent layer, evaporate the solvent to obtain intermediate II, the reaction formula is as follows:

[0059]

[0060] ② Dissolve 1mol of intermediate II in 500-800ml of 50% alcohol aqueous solution, add 1-1.05mol of paraformaldehyde and sodium cyanide equivalent to paraformaldehyde, and react at 30-60°C for 1-24h, After the reaction was finished, dichloromethane was added for extraction, the solvent layer was taken, the solvent was evaporated, and column chromatography was separated to obtain intermediate III. The reaction formula is as follows:

[0061] ;

[0062] ③...

Embodiment 1

[0093] Example 1 The preparation steps of the nicotinic compound (1) are as follows:

[0094] ①Dissolve 1 mol of phenol in 500 ml of N,N-dimethylformamide, add 1 mol of potassium carbonate, stir at 40°C for 10 hours, then add 1 mol of bromotrifluoromethane, react at 50°C for 24 hours, and distill out after the reaction Solvent, adding 500ml of water and 500ml of dichloromethane for extraction, taking the solvent layer, distilling off the solvent to obtain 152.28g of intermediate II;

[0095] ②Dissolve 152.28g of intermediate II in 500ml of 50% methanol aqueous solution, add 1mol of paraformaldehyde and 1mol of sodium cyanide at 30°C, and react for 24 hours. After the reaction, add 500ml of dichloromethane for extraction, and take the solvent layer, distilled off the solvent, 6:4 (volume ratio) ethyl acetate / petroleum ether column chromatography to obtain 190.65g of intermediate III;

[0096] ③ Dissolve 1 mol of ethyl formoacetate in 300 ml of methanol, then add 1 mol of thiou...

Embodiment 2

[0099] Example 2 The preparation steps of the nicotinic compound (8) are as follows:

[0100] ① Dissolve 1 mol of phenol in 500 ml of N,N-dimethylformamide, add 5 mol of potassium carbonate, stir at 100°C for 1 hour, then add 1 mol of 1-trifluorobromoethane, react at 100°C for 1 hour, and react After the end, the solvent was evaporated, 500ml of water and 500ml of dichloromethane were added for extraction, the solvent layer was taken, and the solvent was evaporated to obtain 170.72g of intermediate II;

[0101] ② Dissolve 170.72g of intermediate II in 800ml of 50% propanol aqueous solution, add 1.05mol of paraformaldehyde and 1.05mol of sodium cyanide at 60°C, and react for 1 hour. After the reaction, add 500ml of dichloromethane for extraction , take the solvent layer, distill off the solvent, 6:4 (volume ratio) ethyl acetate / petroleum ether column chromatography to obtain 210.24g of intermediate III;

[0102] ③Dissolve 1mol of ethyl acetoacetate in 2000ml of methanol, then ad...

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Abstract

The present invention provides a nicotine compound, and a preparation method and usage thereof. The nicotine compound has a structural general formula represented by a formula (I). The present invention discloses the general formula of the nicotine compound, the preparation method of the nicotine compound, and usage of the nicotine compound in pesticide fields, wherein the nicotine compound can be used for killing larva and imago of Lepidoptera, Homoptera, Coleoptera, and Orthoptera.

Description

technical field [0001] The invention belongs to the field of insecticides, and in particular relates to a nicotinic compound and its preparation method and application. Background technique [0002] In modern agricultural production, in order to ensure the production of crops, pesticides are overused, which makes various diseases and insect pests resistant to pesticides. Existing insecticides greatly reduce the killing rate of pests. "China Agricultural Science Bulletin" Volume 22, Issue 1 discussed the issue of resistance to imidacloprid, the most widely used insecticide at present, and measured the resistance level of pests to imidacloprid in four areas of Shandong by capillary drip method, and found that different The degree of resistance to imidacloprid, among them, the resistance multiple of Shandong Liaocheng population is 9.6 times. [0003] Therefore, developing a new type of insecticide with high insecticidal activity and not easy to produce resistance is an inevi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/12C07D401/14C07D417/12C07D417/14A01N43/54A01N43/78A01P7/04
CPCC07D401/14C07D417/14C07D417/12A01N43/78A01N43/54C07D401/12
Inventor 唐剑峰王如军刘杰吴雪牛纪胜
Owner SHANDONG UNITED PESTICIDE IND CO LTD
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