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Practical bacteriocide 13-azl, 15-pentadecanolide borofluoride

A bactericidal activity, cyclododecanone technology, applied in the field of agricultural chemistry, can solve unreported problems

Inactive Publication Date: 2009-09-02
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, the patent only mentions that these compounds have inhibitory activity against the growth of Rhizoctonia solani and Fusarium spp., and does not involve the use of these compounds in actual production, the synthesis of 13-aza-1,15-pentadecanolactone The method has been reported (Jennifer E.Forsee and Jettrey Aube, J.Org.Chem.1999, 64 : 4381-4385) but this paper does not report the synthesis of 13-aza-1,15-pentadecanolactone fluoroborate

Method used

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  • Practical bacteriocide 13-azl, 15-pentadecanolide borofluoride
  • Practical bacteriocide 13-azl, 15-pentadecanolide borofluoride
  • Practical bacteriocide 13-azl, 15-pentadecanolide borofluoride

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0013] The preparation of example 1 compound WLD

[0014] Under ice-salt bath cooling, 91g (0.5mol) cyclododecanone and 65.3g (0.75mol) azide ethanol were stirred and dissolved in 1000mL dichloromethane. 284 g (2 mol) of 47% boron trifluoride ether solution was added dropwise with stirring within 3 hours at -5°C. After the dropwise addition was completed, an ice-salt bath was maintained for 3 hours, and then stirred overnight. Heated to reflux for 240h. The reaction of cyclododecanone was detected by gas spectrometry. After cooling to room temperature, 1200 mL of 10% potassium hydroxide solution was added dropwise with stirring within 10 h. Stir overnight. The layers were separated after standing, and the aqueous layer was extracted with 750 mL of dichloromethane. The organic layers were combined and dried with 300 g of anhydrous sodium sulfate. The desiccant was washed with 100mL×2 dichloromethane, and 1260mL of solvent was recovered by precipitation. The crude product ...

example 2

[0023] Example 2 Preparation of EC

[0024] In a 100mL volumetric flask, add 5-50 grams of WLD, 5-25 grams of surfactant (Tween-60) and 0.1-0.5 grams of penetrant Azone, add xylene and dilute to the mark to obtain 5-50% emulsifiable concentrate.

example 3

[0025] The preparation of example 3 wettable powder

[0026] Take 5-60 grams of WLD, 5-20 grams of NNO, and 90-10 grams of white carbon black, and grind them on a pulverizer to obtain 5-60% wettable powder (WP).

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PUM

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Abstract

The present invention relates to 13-aza-1,15-pentadecalactone fluoroborate (WLD) with novel chemical structure, and its synthesis method, preparation and use as a fungicide in preventing and treating cotton blight and cotton red rot. Applications. The compound is prepared by the following reaction: the compound is mixed with surfactant and solvent to obtain emulsifiable concentrate, mixed with surfactant and filler, and then pulverized to obtain wettable powder.

Description

technical field [0001] The compound and the preparation thereof involved in the invention are used for preventing and treating cotton blight and cotton red rot, and belong to the field of agricultural chemistry. Background technique [0002] The reports of synthesizing azamacrolides as fungicides are only found in Chinese invention patents (Wang Daoquan, Dong Yanhong, Liang Xiaomei, Chen Fuheng, [0003] 13-aza-1,15-pentadecanolide, its preparation method and use as a fungicide, CN1900070), this patent protects the compound of the following general formula [0004] [0005] In the formula, R=H, H 2 R' (R' is Cl - , PhCO 2 - , HOOC-COO - , MeC 6 h 4 SO 3 - ), SO 2 R", that is, free 13-aza-1,15-pentadecanolide and its hydrochloride, benzoate, oxalate, tosylate and sulfonamide, and the tetrafluoroethylene mentioned in this application Borates are different. In addition, this patent only mentions that these compounds have inhibitory activity to the growth of Rhizoc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A01N43/72A01P3/00C07D273/00
Inventor 王道全梁晓梅董燕红陈馥衡张丽萍李长松徐作珽李林
Owner CHINA AGRI UNIV
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