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N-(1-methyl-2-substituted methyl) valine amide carbamate derivative and application

A carbamate, valine amide technology, applied in the field of pesticides, can solve the problems of short incubation period, frequent reinfection, strong destructiveness and the like

Inactive Publication Date: 2015-11-11
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Oomycete phytopathogens are highly destructive and harmful to host plants, have a short incubation period, and frequently re-infect. Therefore, within a growing season of plants, the pathogens can spread and infect everywhere and are difficult to control, resulting in agroforestry. serious loss on

Method used

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  • N-(1-methyl-2-substituted methyl) valine amide carbamate derivative and application
  • N-(1-methyl-2-substituted methyl) valine amide carbamate derivative and application
  • N-(1-methyl-2-substituted methyl) valine amide carbamate derivative and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1: the synthesis of phenoxyacetone 2a

[0039]Phenol (3.00g, 31.88mmol) was dissolved in 50mL of acetone, anhydrous potassium carbonate (4.85g, 35.07mmol) was added, stirred at room temperature for 0.5h, potassium iodide (0.53g, 3.19mmol) was added, monochloroacetone (3.24g, 35.07mmol ) was added dropwise to the reaction solution, and refluxed for 3h. After the reaction was completed, acetone was removed by precipitation, and 50 mL of ethyl acetate was added to the residue. The organic layer was washed three times with 50 mL of saturated brine, and the water layer was backwashed once with 50 mL of ethyl acetate. The organic layers were combined and dried over anhydrous magnesium sulfate. Filtration, desolventization. Obtained 4.2 g of light yellow oily substance, yield: 87.9%. 1 HNMR (400MHz, CDCl 3 )δ7.41–7.18(m,2H,Ar-H),7.09–6.95(m,1H,Ar-H),6.91(d,J=8.1Hz,2H,Ar-H),4.55(s,2H ,CH 2 ),2.30(s,3H,CH 3 ).

[0040] According to the method of Example 1, suit...

Embodiment 2

[0041] Embodiment 2: Synthesis of 4-fluorophenoxyacetone 2b

[0042] Pale yellow oil, 1 HNMR (300MHz, CDCl 3 )δ7.05–6.88(m,2H,Ar-H),6.88–6.73(m,2H,Ar-H),4.51(s,2H,CH 2 ),2.26(s,3H,CH 3 ).

Embodiment 3

[0043] Example 3: Synthesis of 2-fluorophenoxyacetone 2c

[0044] Pale yellow oil, 1 HNMR (300MHz, CDCl 3 )δ7.21–6.75(m,4H,Ar-H),4.61(s,2H,CH 2 ),2.32(s,3H,CH 3 ).

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Abstract

The invention belongs to the field of plant bactericides, and relates to an N-(1-methyl-2-substituted methyl) valine amide carbamate derivative described as general formula (I) referring to the description and pharmaceutically acceptable salt thereof, wherein the substituent R has the definition given in the specification. The invention also relates to a preparation method of the compound of general formula (I), a midbody specially developed for the preparation and application thereof in plant disease prevention and treatment.

Description

technical field [0001] The invention belongs to the field of pesticides, in particular to N-(1-methyl-2-substituted ethyl) valinamide carbamate derivatives and their application as fungicides. Background technique [0002] Oomycetes belong to the chytrid door fungus, including Pythium, Phytophthora, Downy mildew and so on. Pathogens have a wide range of hosts, including vegetables, fruits, flowers, trees, cotton, hemp, oil and other crops. Oomycete phytopathogens are highly destructive and harmful to host plants, have a short incubation period, and frequently re-infect. Therefore, within a growing season of plants, the pathogens can spread and infect everywhere and are difficult to control, resulting in agroforestry. serious losses. [0003] Valinamide fungicides are a class of fungicides with a novel structure for preventing and controlling plant oomycete diseases. They exert protective and therapeutic effects on crops by inhibiting the formation of cell wall and cell mem...

Claims

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Application Information

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IPC IPC(8): C07C269/06C07C271/22A01N47/12A01P3/00
Inventor 赵卫光王志鹏寇俊杰王红学于淑晶高扬
Owner NANKAI UNIV
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