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Novel nicotinonitrile compounds and application thereof

A compound and compound structural formula technology, applied in application, organic chemistry, animal repellent, etc., can solve problems such as environmental pollution, plant drug resistance, direct poisoning of non-target organisms, etc., achieve wide application, good insecticidal effect, and active high effect

Inactive Publication Date: 2018-11-16
河北蓝泰化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the long-term irrational use of chemical pesticides has also brought many disadvantages such as environmental pollution, direct poisoning to non-target organisms, and negative effects such as plant resistance.

Method used

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  • Novel nicotinonitrile compounds and application thereof
  • Novel nicotinonitrile compounds and application thereof
  • Novel nicotinonitrile compounds and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: Preparation of 2,6-dichloro-4-(trifluoromethyl)nicotinonitrile

[0027] (1) Preparation of intermediate 2,6-dihydroxy-3-cyano-4-(trifluoromethyl)pyridine

[0028] Take 29.8g (0.53mol) of potassium hydroxide and put it into a 250mL four-necked bottle equipped with mechanical stirring and reflux condenser, slowly add 100mL of methanol, stir and cool for later use; put 43.4g (0.52mol) of cyanoacetamide into a bottle equipped with mechanical stirring , constant pressure dropping funnel, drying tube and 500mL four-necked flask of reflux condenser, add 150mL of methanol, mechanically stir and heat to reflux, after the reaction solution changes from turbid to light yellow and transparent, add 100g (0.54mol) trifluoroacetoacetic acid Ethyl ester, keep the reflux state, slowly add the prepared potassium hydroxide methanol solution dropwise, heat and reflux for 24 hours, the reaction of the central control raw material cyanoacetamide is complete, change the reflux d...

Embodiment 2

[0033] Embodiment 2: Preparation of 2,6-dibromo-4-(trifluoromethyl)nicotinonitrile

[0034] The preparation process is the same as in Example 1, except that the reactant phosphorus oxychloride is replaced by phosphorus oxybromide.

Embodiment 3

[0035] Embodiment 3: field efficacy test

[0036] Compound I 2,6-dichloro-4-(trifluoromethyl)nicotinonitrile structure:

[0037]

[0038] 1. Field drug efficacy test case

[0039] 1. Suning, Cangzhou: Prevention and treatment of whitefly in melons in greenhouses. Local whitefly resistance has become an outbreak trend, and the entire leaf surface is covered by whitefly. Farmers choose pesticides to control for 3-4 days. The emulsifiable concentrate preparation of this product uses 2 grams of active ingredients / 15KG water, the 24-hour control effect reaches more than 90%, and it has obvious synergistic effect when combined with other neonicotinoid insecticides, and the control effect reaches about 98%.

[0040] 2. Xixinzhuang, Gaocheng: The resistance to whitefly in greenhouses around Shijiazhuang is also increasing year by year. Use 1-2 grams of active ingredients / 15KG water to control whitefly adults. After 3 hours, the death of adults can be clearly seen, and the control...

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PUM

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Abstract

The invention provides novel nicotinonitrile compounds and an application thereof. The structural formula of the novel nicotinonitrile compounds is shown in the description, wherein each of R1 and R2in the formula is one of F, Cl, Br and I, and R1 and R2 are the same or different. The nicotinonitrile compounds can be used for preparing insecticides for pest control. The nicotinonitrile compoundshave higher activity than widely applied nicotine compounds with good insecticidal effect. The nicotinonitrile compounds have no cross resistance with other insecticides and have multiple effects, thereby being applied more widely.

Description

technical field [0001] The invention belongs to the technical field of chemistry and chemical engineering, and relates to the preparation of pesticides, in particular to a nicotinonitrile compound and its application. Background technique [0002] my country is a large agricultural country, with an area of ​​about 400 million hectares of crops. However, due to the occurrence of crop diseases, insect pests and weeds all year round, about 800,000 tons of pesticides need to be produced and used every year, and pesticides have become an indispensable factor of production in agricultural production. However, the long-term irrational use of chemical pesticides has also brought many disadvantages such as environmental pollution, direct toxicity to non-target organisms, and negative effects such as plant resistance. Therefore, research on new pesticides with good environmental compatibility, safety, low residue and economy will become the development trend in the future. [0003] ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/85A01P7/04A01N43/40
CPCC07D213/85A01N43/40
Inventor 田鹏会孟水强郭明侯建军
Owner 河北蓝泰化工科技有限公司
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