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Derivatives of pesticide nereistoxin and preparation method of derivatives

A technology for nereid toxin and derivatives, which is applied in the preparation of organic compounds, amino hydroxy compounds, and thioether preparations, etc., can solve problems such as unscientific use, achieve low environmental residues, improve economic benefits, and avoid biological enrichment. and food chain accumulation

Inactive Publication Date: 2013-12-04
GAUNGXI TIANYUAN BIOCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, with the long-term and large-scale use of nereistoxins in agriculture, coupled with the influence of factors such as unscientific use and the instinct of pests to adapt to adverse environments, some pests have already developed a negative reaction to nereistoxins. varying degrees of drug resistance

Method used

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  • Derivatives of pesticide nereistoxin and preparation method of derivatives
  • Derivatives of pesticide nereistoxin and preparation method of derivatives
  • Derivatives of pesticide nereistoxin and preparation method of derivatives

Examples

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Effect test

Embodiment 1

[0031] Embodiment 1 is a nereistin derivative whose structural formula is general formula I and its preparation method:

[0032] The specific method is as follows:

[0033] (1) Synthesis of 2-dimethylamino-1,3-propanediol

[0034] Add 52.3g of formic acid solution (aq, 88%, 1mol) into the round-bottomed flask, after ice bathing for a period of time, under stirring, slowly add 9.1g of serinol (0.1mol), and dropwise add 18.4g of it after the addition is complete Formaldehyde solution (aq, 37%, 0.22mol), was stirred at 60°C for 3 hours, at which time almost no gas was generated, and stirred at 90°C for 6 hours. Then the excess formic acid and most of the water were evaporated under reduced pressure at 70°C, the residue was dissolved in an appropriate amount of ethyl acetate, and Na 2 SO 4 Dry overnight, filter, discard the filter residue, and evaporate the filtrate to give 11.66 g of light yellow oily liquid, yield: 98%.

[0035] (2) Synthesis of 2-diethylamino-1,3-propanedio...

Embodiment 2

[0087] Embodiment 2 is a nereistin derivative whose structural formula is general formula II and its preparation method:

[0088] The specific method is as follows:

[0089] (1) Preparation of 2-chloro-5-methylthiazole

[0090] Put 8g of 2-amino-5-methylthiazole in a 100mL flask, add 32mL of concentrated hydrochloric acid, cool in an ice-water bath to 0°C, and slowly add NaNO 2 Solution (6g dissolved in 12mLH 2 O), stirred at 0°C for 3 hours, then at 80°C for 3 hours. Slowly cool to room temperature, add dichloromethane for extraction, discard the aqueous phase, and repeat the extraction three times. The organic phases were combined, dried overnight over anhydrous sodium sulfate, filtered, and the solvent was evaporated to give 6.63 g of an oil. The content is 90%.

[0091] (2) Preparation of 2-chloro-5-bromomethylthiazole

[0092] The 2-chloro-5-methylthiazole (6.63g) prepared above was dissolved in 60mLCCl 4 Add 9.76g of N-bromodibutyrimide and a catalytic amount of (...

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Abstract

The invention relates to derivatives of pesticide nereistoxin and a preparation and synthesis method of the derivatives. The preparation and synthesis method of the derivatives is characterized in that the structure of original pesticide nereistoxin is transformed to generate a series of bionic derivatives of the pesticide nereistoxin in a synthesis mode, the derivatives have good insecticidal activity, contact insecticidal activity of some chemical compounds is obviously superior to existing nereistoxin pesticide monosultap, and the derivatives originate from natural products, have a certain amount of biological endogenesis, and are environmentally friendly. The derivatives provide selections for a new generation of nereistoxin pesticide.

Description

technical field [0001] The invention relates to a class of nereistoxin derivatives and a preparation method thereof. More specifically, the present invention relates to multiple derivatives of a class of pesticide nereistin and a method for their multi-step synthetic preparation using common organic raw materials. Background technique [0002] The use of pesticides is one of the necessary means of agricultural production. my country has a small area of ​​cultivated land and a large population, so the demand for pesticides is particularly urgent. However, after using ordinary pesticides for a period of time, it is found that microorganisms in the soil are difficult to degrade such non-biological pesticides, and such pesticides are enriched through the food chain, causing chronic poisoning or death of the natural enemies of pests, which seriously damages the ecological environment. Therefore, using natural products as lead compounds, new pesticides synthesized through structu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/25C07C323/36C07C319/14C07C217/34C07C217/30C07C217/32C07C213/06C07D277/32A01P7/04A01P7/02
Inventor 王立升潘巨武孙玉峰刘旭
Owner GAUNGXI TIANYUAN BIOCHEM
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