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A kind of isoxazoline compound and use thereof

A technology of isoxazoline and compound, applied in application, organic chemistry, biocide and other directions, can solve problems such as herbicide resistance, and achieve the effect of outstanding killing activity

Active Publication Date: 2022-08-02
SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In order to develop novel herbicides to solve the increasingly serious problem of herbicide resistance, the invention provides a kind of isoxazoline compound and its application

Method used

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  • A kind of isoxazoline compound and use thereof
  • A kind of isoxazoline compound and use thereof
  • A kind of isoxazoline compound and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] Example 1 Preparation of compound 18

[0086]

[0087] 1) Preparation of 2-chloro-4-fluoro-5-nitrobenzaldehyde oxime

[0088] Dissolve 42 g (0.206 mol) of 2-chloro-4-fluoro-5-nitrobenzaldehyde in 200 ml of ethanol, lower it to 0 °C, add 17.4 g (0.25 mol) of hydroxylamine hydrochloride aqueous solution dropwise with stirring, and then rise to The reaction was stirred at room temperature. After 2 hours, the reaction was complete by TLC monitoring. Poured into water, filtered to obtain 38.3 g of white solid. Melting point 103 ℃.

[0089] 2) Preparation of ethyl 3-(3-(2-chloro-4-fluoro-5-nitrophenyl)-5-methyl-4,5-dihydroisoxazol-5-yl)propanoate

[0090] Dissolve 43.7g (0.2mol) of 2-chloro-4-fluoro-5-nitrobenzaldehyde oxime in 150ml N,N - In dimethylformamide, the temperature was raised to 30 °C, and 32 g (0.24 mol) of NCS was added in batches at this temperature to form a pale yellow solution, which was kept at 35 °C for 1 hour. Cool to room temperature, add 300 ml...

Embodiment 2

[0104] Example 2 Determination of indoor herbicidal activity

[0105] The herbicidal activity test method of the compounds of the present invention is as follows:

[0106]Quantitative amounts of grass weeds (barnyard grass, golden foxtail grass) and broadleaf weeds (zinnia, abalone) seeds were sown in paper cups with a diameter of 7 cm containing nutrient soil, covered with soil 1 cm after sowing, and suppressed. , After being drenched in water, cultured in the greenhouse according to the conventional method. Grass weeds grow to the 2~3 leaf stage, broad-leaved weeds are 2~4 leaf stage stem and leaf spray treatment; pre-emergence soil spray treatment is carried out 24 hours after sowing. According to the experimental design dose, spray treatment on a crawler crop sprayer (designed and manufactured by Engineer Research Ltd., UK) (spray pressure 1.95 kg / cm2) 2 , the spray volume is 500 L / hm 2 , the crawler speed is 1.48km / h). The experiment was repeated 3 times. After treat...

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Abstract

The invention belongs to the field of agricultural herbicides, in particular to an isoxazoline compound and use thereof. A compound of isoxazoline is shown in general formula (I), and the compound of general formula (I) has good herbicidal activity, and can effectively control weeds such as barnyardgrass, foxtail, abalone, zinnia, etc. A very good herbicidal effect can be obtained at low doses, and it can be used as a herbicide in agriculture.

Description

technical field [0001] The invention belongs to the field of agricultural herbicides, in particular to an isoxazoline compound and use thereof. Background technique [0002] The research of uracils as herbicides began in the 1960s and reached a peak in the 1990s. Although there are few developed varieties in recent years, there are also patent reports from time to time. For example, Isagro Ricerca Company disclosed the following general formula in WO2004056785. structure. However, the control effect of these known compounds on weeds is not always completely satisfactory. [0003] [0004] Of which: Q 1 It is a five-membered heterocyclic ring such as thiazole, oxazole, benzothiazole or benzoxazole. Q 2 is F or H. [0005] The company introduced the isoxazoline structure in the early research and development and applied for the patent CN105753853, and disclosed the compound of the following general formula, wherein R 9 , R 10 selected from CO 2 R 11 , CH 2 OR 12 ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D413/10A01N43/80A01P13/00
CPCC07D413/10A01N43/80
Inventor 杨吉春关爱莹崔东亮吴峤颜克成刘长令
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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