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Synthesis method of dinotefuran

A synthesis method and technology of dinotefuran, applied in the field of synthesis of dinotefuran, can solve problems such as inability to produce on a large scale, high cost of raw materials, and difficulty in purification, and achieve the effects of easy operation, low consumption and high reaction selectivity.

Inactive Publication Date: 2015-10-07
SHANDONG ACADEMY OF PESTICIDE SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The purpose of the present invention is to provide a new synthetic dinotefuran in order to solve the technical problems of low yield, difficulty in purification, high cost of raw materials and inability to produce large-scale production in the synthesis method of dinotefuran and its intermediates in the prior art. Amine method

Method used

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  • Synthesis method of dinotefuran

Examples

Experimental program
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Effect test

Embodiment 1

[0033] (1) Synthesis of ethyl ethane-1,1,2-tricarboxylate

[0034] Add 350ml of ethanol to the reaction flask, and add 20g of sodium tablets. An additional 128 g of diethyl malonate was added. After the addition, 88g of ethyl chloroacetate was added dropwise. After dropping, continue to reflux for 3 hours. After cooling down, adjust the pH value to 7, and filter with suction. Ethanol was removed by distillation, washed with water, the aqueous phase was extracted with ethyl acetate, the organic phases were combined, and washed with anhydrous Na 2 SO 4 Dry and distill to obtain 200 g of crude ethane-1,1,2-tricarboxylic acid ethyl ester. The crude product was distilled under reduced pressure to obtain pure ethyl ethane-1,1,2-tricarboxylate.

[0035] Table 1 has provided the amount of all materials in the first step reaction in the embodiment.

[0036] Table 1

[0037] Material name

amount of material

ethanol

350ml

Sodium tablets

20g

...

Embodiment 2

[0074] (1) Synthesis of α-ethoxycarbonyl-γ-butyrolactone

[0075]

[0076] Under the protection of nitrogen, 44g sodium metal was added to 900ml absolute ethanol, and stirred to dissolve. Under cooling with ice water, 320 g of diethyl malonate was added dropwise, and the mixture was stirred at room temperature for 0.5 h after the drop was completed. Then, a mixed solution prepared by 200 g of ethylene oxide and 300 ml of absolute ethanol was added dropwise, and the reaction temperature was controlled between 40°C and 45°C. After dropping, stir at room temperature for 15h. Then slowly add glacial acetic acid under ice water cooling, concentrate under reduced pressure and recover the solvent after adding, add 500mL of water and stir, separate the organic layer, dry it with anhydrous sodium sulfate and distill under reduced pressure to obtain the product α-ethoxycarbonyl-γ- Butyrolactone 150g.

[0077] The yield of the first step synthesis reaction is 80%, and the gas phase...

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Abstract

The invention provides a new method for synthesizing dinotefuran, which aims to solve the technical problems of low yield, difficulty in purification, high raw material cost, incapability of large-scale production and the like in the synthesis method of the dinotefuran and intermediate thereof in the prior art. The synthesis method comprises the following steps disclosed in the specification.

Description

technical field [0001] The invention relates to a synthesis method of dinotefuran. Background technique [0002] Dinotefuran is a neonicotinoid insecticide developed by Mitsui Chemical Company. It mainly acts on the posterior membrane of the insect's nerve junction. By combining with the acetylcholine receptor, the insect is extremely excited, and the whole body convulses, paralyzes and dies. It has excellent control effect on piercing and sucking mouthparts pests, and can control a variety of Hemiptera pests and some other important pests. It not only has contact killing, stomach poisoning and root systemic activity, but also has strong systemic absorption, less dosage and good quick effect. , high activity, long duration, wide insecticidal spectrum and other characteristics. Low toxicity to mammals, birds and aquatic organisms. Suitable crops are rice, fruit trees, vegetables and the like. The pesticide mixed with this product is trifloxystrobin. The product was first ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/14
CPCC07D307/14
Inventor 左伯军丛云波李德军李旭坤陈强李磊童佩剑
Owner SHANDONG ACADEMY OF PESTICIDE SCI
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