Quinoline compound and preparation method and application thereof to prevention of plant diseases

A technology for plant diseases and compounds, which is applied in the fields of botanical equipment and methods, chemical instruments and methods, compounds of elements of Group 4/14 of the periodic table, etc., and can solve problems such as the application of inhibiting agricultural pathogens that have not been reported in literature.

Inactive Publication Date: 2018-09-04
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are many research reports on quinine, its application in inhibiting agricultural pathogens has not been reported in the literature.

Method used

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  • Quinoline compound and preparation method and application thereof to prevention of plant diseases
  • Quinoline compound and preparation method and application thereof to prevention of plant diseases
  • Quinoline compound and preparation method and application thereof to prevention of plant diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0010] Synthesis of Quinoline Derivatives (KL-1)

[0011] method one:

[0012]

[0013] Method Two:

[0014]

[0015] Its concrete synthetic operation is as follows:

[0016] Method 1: Add 0.247 g of the raw material 2,8-bistrifluoromethylquinoline into a 50 mL single-necked bottle, dissolve it with 20 mL of acetone, first add equimolar potassium carbonate, then add equimolar benzyl chloroformate, and heat to reflux for 3 hours , filtered to obtain the filtrate, evaporated the solvent, and purified the developer by column chromatography (ethyl acetate:petroleum ether=1:5) to obtain a white solid.

[0017] Method 2: Add 0.247 g of the raw material 2,8-bistrifluoromethylquinoline into a 50 mL single-necked bottle, add 5 mL of acetic anhydride, heat and reflux for 3 hours, follow the completion of the reaction by plate chromatography, and evaporate excess acetic anhydride under reduced pressure , separated by plate chromatography (developing solvent: ethyl acetate: petro...

Embodiment 2

[0020] Synthesis of KL-2: the experimental procedure is the same as in Example 1, except that acetyl chloride is replaced by propionyl chloride.

[0021]

[0022] KL-2 white solid, yield 83%; 1 H NMR (400MHz, Chloroform-d) δ8.15 (dd, J = 14.6, 7.9Hz, 2H), 7.74 (s, 1H), 7.67 (s, 1H), 2.77 (d, J = 7.5Hz, 2H) ,1.32(t,J=7.6Hz,3H).ESI-MS m / z:360.08[M+Na] + .

Embodiment 3

[0024] Synthesis of KL-3: the experimental procedure is the same as in Example 1, except that acetyl chloride is replaced by chloroacetyl chloride.

[0025]

[0026] KL-3 white solid, yield 72%; 1 H NMR (400MHz, Chloroform-d) δ8.19 (dd, J=20.8, 7.9Hz, 2H), 7.79(s, 1H), 7.72(t, J=7.9Hz, 1H), 4.43(s, 2H) .ESI-MS m / z:380.02[M+Na] + .

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PUM

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Abstract

The invention discloses a quinoline compound and a preparation method and application thereof to prevention of plant diseases. The test result shows that the compound has the excellent prevention effects on plant diseases caused by cotton oxysporum, gibberella saubinetii, sclerotinia scleotiorum, rhizoctonia solani and rice blast and pumpkin powdery mildew and cucumber powdery mildew. The quinoline compound is simple in preparation technology, the raw materials are cheap and easy to obtain, the product purity is high, and the quinoline compound can be hopefully developed as a new bactericide.

Description

technical field [0001] The invention belongs to the field of natural medicinal chemistry and pesticide technology, and discloses a new application of quinoline derivatives, in particular to the use of quinoline derivatives in the prevention and treatment of cotton fusarium wilt (Fusarium oxysporum f.sp.vasinfectum (Atk.) Snyder&Hansen) , Fusarium graminearum, Sclerotias clerotiorum, Rhizoctonia solani and Magnaporthe oryzae caused plant diseases and field control effects on zucchini powdery mildew and cucumber powdery mildew . Background technique [0002] At present, plant diseases caused by fungi are mainly controlled by chemicals. Although many commercial fungicides have better control effects, the widespread use of these chemical pesticides has led to the "3R" (residue, resistance, and recurrence) Rampant) problem is becoming more and more serious, which has aroused great concern of the society. Therefore, the research and development of high-efficiency and safe pestic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N43/42A01N55/10A01P3/00C07D215/233C07F7/18
CPCA01N43/42A01N55/00C07D215/233C07F7/188
Inventor 刘映前杨冠洲马强冯建雄彭静文李俊采张晓帅杨程杰徐小山
Owner LANZHOU UNIVERSITY
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