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Phenylisoxazoline compound and application thereof

A technology of phenylisoxazoline and compounds, which is applied in the direction of silicon organic compounds, compounds and applications of group 4/14 elements of the periodic table, and can solve problems such as herbicide resistance

Active Publication Date: 2021-05-04
SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to develop new herbicides to solve the increasingly serious problem of herbicide resistance, the present invention provides a phenylisoxazoline compound and its use

Method used

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  • Phenylisoxazoline compound and application thereof
  • Phenylisoxazoline compound and application thereof
  • Phenylisoxazoline compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0199] The preparation of embodiment 1 compound 1-12

[0200]

[0201] 1) Preparation of 2-fluoro-4-chloro-5-methylacetophenone

[0202] Add 22.9g (0.1585mol) of 2-chloro-4-fluoro-toluene and 45.8g (0.344mol) of anhydrous aluminum trichloride to the reaction flask in sequence, and add 18.7g (0.2382mol) of acetyl chloride dropwise while stirring at room temperature, After the dropwise addition was completed for half an hour, the temperature was raised to 50°C to react, and a brown viscous substance was formed. After keeping for 15 hours, it was cooled to room temperature, poured into ice water, extracted with dichloromethane, combined the organic phases, and washed twice with saturated saline. The organic phase was dried over anhydrous magnesium sulfate, filtered and precipitated under reduced pressure, and column chromatography (ethyl acetate:petroleum ether=1:10) obtained 27.4 g of oil.

[0203] 2) Preparation of 1-(4-chloro-2-fluoro-5-methylphenyl)-4,4,4-trifluoroacetyl-...

Embodiment 2

[0230] Embodiment 2 Indoor herbicidal activity assay

[0231] The herbicidal activity testing method of compound of the present invention is as follows:

[0232] Quantitative gramineous weeds (barnyardgrass, golden foxtail) and broad-leaved weeds (zinnia, velvetleum) seeds were respectively sown in paper cups with a diameter of 7 cm filled with nutrient soil, and covered with soil 1 cm after sowing, pressed, After watering, they were cultivated in the greenhouse according to conventional methods. Gramineae weeds grow to 2-3 leaf stage, and broad-leaved weeds 2-4 leaf stage stem and leaf spray treatment; pre-emergence soil spray treatment is carried out 24 hours after sowing. According to the test design dosage, spray treatment (spray pressure 1.95kg / cm 2 , spray volume 500L / hm 2 , track speed 1.48km / h). The experiment was repeated 3 times. After treatment, the test materials are placed in the operating hall. After the medicinal liquid dries naturally, they are placed in t...

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Abstract

The invention belongs to the field of agricultural herbicides, and particularly relates to a phenylisoxazoline compound and application thereof. The phenylisoxazoline compound is shown in a general formula (I) shown in the specification, and the compound with the general formula (I) has good herbicidal activity, can effectively control weeds such as barnyard grass, green bristlegrass, cyperus difformis, cyperus rotundus, digitaria sanguinalis, hispid arthraxon, piemarker, zinnia elegans, amaranthus retroflexus, portulaca oleracea, xanthium sibiricum, solanum nigrum, cassia occidentalis, hibiscus trionum, wild soybean and the like, can obtain a good herbicidal effect at a low dosage, has a certain safety to crops such as corn, wheat, rice and the like, and can be used as a herbicide in agriculture.

Description

technical field [0001] The invention belongs to the field of agricultural herbicides, and in particular relates to a phenylisoxazoline compound and its application. Background technique [0002] There are many patent reports on phenylisoxazoline compounds as herbicides. For example, CK-1 (compound number 9) and CK-2 (compound number 12) are disclosed in CN1939127 and have certain herbicidal activity. [0003] [0004] CN105753853 discloses isoxazoline compounds CK-3 (compound number 5) and CK-4 (compound number 7) with herbicidal activity. [0005] [0006] In the prior art, although the disclosed compounds have certain similarities with the compounds of the present invention, the compounds represented by the general formula of the present invention are significantly different from the prior art, and all have better herbicidal activity. Contents of the invention [0007] In order to develop new herbicides to solve the increasingly serious problem of herbicide resist...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D261/04C07D413/12C07D413/14C07F7/08A01N43/80A01N47/12A01N51/00A01N55/10A01P13/00
CPCC07D261/04C07D413/12C07D413/14C07F7/0812A01N43/80A01N47/12A01N51/00A01N55/00C07F7/08A01N43/50A01N43/653C07D413/10C07D471/04C07D487/04C07D513/04
Inventor 杨吉春关爱莹卢政茂吴峤马宏娟刘长令
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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