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Cyclohexenone compound and preparation method thereof and application

A technology of cyclohexenones and compounds, which is applied in the field of pesticides and can solve the problems of crop damage and low safety

Active Publication Date: 2016-08-24
WEIFANG CYNDA CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the extensive use of existing herbicides, the problem of weed resistance has become more and more serious, and some weeds have become difficult to control with existing herbicides; at the same time, some existing herbicides are not safe for crops , easy to cause critical damage to crops, therefore, there is a constant need for new, safe herbicides

Method used

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  • Cyclohexenone compound and preparation method thereof and application
  • Cyclohexenone compound and preparation method thereof and application
  • Cyclohexenone compound and preparation method thereof and application

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0077] Synthesis Example 1: Synthesis of Compound 4

[0078] step 1:

[0079]

[0080] Add 3.6g of KOH to a 1L single-necked bottle, dissolve in 30mL of water, then add 430mL of ethanol, stir, add 70.28g of p-chlorobenzaldehyde, add 43.46g of propionaldehyde drop by drop at 0°C, and slowly warm up to room temperature after the drop is complete , continue stirring. After about 4 hours, TLC monitors the progress of the reaction. After the reaction is completed, cool down to -10°C, and solids are precipitated. After 1 hour, filter, wash with a small amount of pre-cooled ethanol:water=1:1, dissolve the filter cake in 300mL of dichloromethane, and wash with saturated NaCl solution , liquid separation, the dichloromethane phase was separated, dried over anhydrous sodium sulfate, filtered, and concentrated to obtain 51 g of compound 1 as a yellow solid, with a yield of 56.7%.

[0081] Step 2:

[0082]

[0083] Add 27.09g of the compound of step 1 into a 500mL single-necked b...

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Abstract

The invention discloses a cyclohexenone compound and a preparation method thereof and application. The cyclohexenone compound is characterized in that the structural formula of the compound is as shown in a formula (I), wherein in the formula, R1 is selected from H, CH3CO, CH3CH2CO or CH3CH2CH2CO; R2 is selected from CH3, CH3CH2, CH3CH2CH2, (CH3)2CH2, CH3CH2CH2CH2, (CH3)2CH2CH2 or CH3CH(CH3)CH2; R3 is selected from CH3, CH3CH2, CH3CH2CH2, (CH3)2CH2, CH3CH2CH2CH2, (CH3)2CH2CH2 or CH3CH(CH3); and R4 is selected from H, CH3 or Cl. The compound not only is high in weeding activity, but also is safe to crops and suitable for being widely popularized and applied.

Description

(1) Technical field [0001] The invention relates to the technical field of pesticides, in particular to a cyclohexenone compound and its preparation method and application. (2) Background technology [0002] The existence of weeds causes a large reduction in crop yield, and the use of herbicides can effectively reduce the damage caused by weeds. However, with the extensive use of existing herbicides, the problem of weed resistance has become more and more serious, and some weeds have become difficult to control with existing herbicides; at the same time, some existing herbicides are not safe for crops , It is easy to cause critical damage to crops, so there is a constant need for new and safe herbicides. [0003] US5563114 discloses the preparation of the following compound CPD-1 (No. 4.20 in the patent) and its use as a herbicide: [0004] . [0005] The cyclohexenone compounds shown in the present invention have not been disclosed. (3) Contents of the invention [...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/47C07C319/20A01N37/02A01N35/10A01P13/00
CPCA01N35/10A01N37/02C07C319/20C07C323/47
Inventor 王现全李凯陈恩昌宋萍
Owner WEIFANG CYNDA CHEM
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