A kind of chrysanthemum compound containing diphenyl ether and its preparation method and application

A compound, pyrethroid technology, applied in the preparation of organic compounds, the preparation of carboxylic acid amides, botanical equipment and methods, etc., can solve the problems of economic loss, agricultural product quality safety and ecological environment safety impact, crop yield reduction and other problems, Achieving the effect of low cost, mild conditions and simple synthesis method

Active Publication Date: 2020-07-10
山西绿海农药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, due to the frequent use of these varieties of insecticides, the dosage of pesticides is increasing, and the number of medications is gradually increasing. The corn armyworm has developed resistance to them, resulting in a serious reduction in crop yields, which has brought significant losses to farmers' economic benefits, and has a negative impact on agricultural products. The quality and safety of the environment and the safety of the ecological environment have an immeasurable impact

Method used

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  • A kind of chrysanthemum compound containing diphenyl ether and its preparation method and application
  • A kind of chrysanthemum compound containing diphenyl ether and its preparation method and application
  • A kind of chrysanthemum compound containing diphenyl ether and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0034] (Z)-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethyl-N-(4-phenoxyphenyl) ring Preparation of propanecarboxamide:

[0035] The chemical structural formula of this compound is:

[0036] The reaction formula of this compound preparation method is:

[0037]

[0038] Specifically, its preparation method is as follows:

[0039] At room temperature, add 4-phenoxyaniline (200mg, 1.08mmol) and 30mL dichloromethane into the reaction flask, add kung fu acid (314mg, 1.29mmol) under stirring condition, after stirring for 10min, add dropwise Et 3 N (218mg, 2.16mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 219mg, 1.62mmol), 1-hydroxybenzotri Azole (HOBt, 310mg, 1.62mmol), reacted for 3.0h, and the reaction was complete by TLC.

[0040] Add 50mL of dichloromethane to the reaction bottle to dilute the reaction product, then wash with 30mL of water three times, and then wash with 30mL of brine once, then dry the organic layer with anhydrous...

Embodiment 2

[0044] (Z)-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethyl-N-(4-phenoxyphenyl) ring Propane carboxamide insecticidal activity test

[0045] The toxicity of the compound to insect targets at the tested concentration was generally screened indoors, and its insecticidal activity was evaluated. The target is armyworm (Mythima separata); test concentration: screening concentration is 500 mg / L.

[0046] Test method: the compound prepared in Example 1 was prepared into a 5.0% EC preparation with an emulsifier (Tween-80) and DMF, diluted with distilled water to prepare a drug solution with a required concentration. The volume of medicine treatment liquid is 10mL. Referring to the "National Southern Pesticide Creation Center Bioassay Standard Procedure", the (leaf, seedling) dipping method was used to test its insecticidal activity against the armyworm Plutella xylostella.

[0047] Armyworm: soak an appropriate amount of cut corn leaf segments in the prepared medicinal solut...

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Abstract

The invention provides a chrysanthemum amide compound containing diphenyl ether and a preparing method and application of the compound. The compound is (Z)-3-(2-chloro-3,3,3-trifluopro-1-alkenyl-1-yl)-2,2-dimethyl-N-(4-phenoxyl phenyl)cyclopropane formamide, and the novel chrysanthemum amide compound containing diphenyl ether is synthesized through the specific preparing method. The compound is simple in synthesizing method, mild in condition and low in cost; the compound has certain bioactivity to corn armyworms and the like, has the armyworm restraining rate of 80% when the dosage is 500 mg / L, can be used as an effective component of an insecticide or pesticide composition, provides a new option for insecticides, and has potential application prospects.

Description

technical field [0001] The invention relates to a preparation method and application of a chrysanthemum compound, in particular to a preparation method and application of a diphenyl ether-containing chrysanthemum compound. Background technique [0002] Armyworm is a common pest in corn fields. When corn enters the three-leaf to jointing stage, it is also the stage of armyworm reproduction. At present, 5% beta-cypermethrin EC and 50% imidacloprid suspension agent have been sprayed to control armyworm in China. [0003] Chrysanthemum compounds have a wide range of insecticidal and bactericidal activities. Sun Nabo et al. [CN1974561] reported that compounds A and B have a certain control effect on armyworm at the tested concentration. [0004] [0005] [Organic Chemistry, 2010,30(5):719-725] reported that N-(substituted thiazol-2-yl)-chrysanthemum compound C has inhibitory activity against diamondback moth at 600 mg / L; Zhang Landong et al reported When the compound D is 50...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/60C07C231/02C07C231/24A01N53/12A01P7/04
CPCA01N53/00C07B2200/09C07C231/02C07C231/24C07C233/60
Inventor 冀阳李婉杨子辉伊帅武世杰
Owner 山西绿海农药科技有限公司
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