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Dithioacetal derivatives containing methoxy acrylate, preparation method and application thereof

A technology of methoxy acrylate and methyl methoxy acrylate, which is applied to dithioacetal derivatives containing methoxy acrylate, their preparation and application fields, and can solve problems such as no research

Active Publication Date: 2020-06-23
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to its excellent physiological activity, the research on its molecular design, synthesis and biological activity is still a hotspot in the creation of green pesticides, but there are almost no researches on the synthesis of anti-plant virus drugs.

Method used

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  • Dithioacetal derivatives containing methoxy acrylate, preparation method and application thereof
  • Dithioacetal derivatives containing methoxy acrylate, preparation method and application thereof
  • Dithioacetal derivatives containing methoxy acrylate, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] (E)-2-(((2-Methoxy-4-bis(2-hydroxyethyl)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxy The synthesis of methyl aminoacetate (Compound No. 1) includes the following steps:

[0045] (1) Synthesis of methyl (E)-2-(((2-methoxy-4-formyl)-2-phenoxymethylene)phenyl)-2-methoxyiminoacetate:

[0046] Add (E)-2-((2-chloromethyl)phenyl)-2-methoxyiminoacetic acid methyl ester (2g, 8.28mmol) and vanillin (1.26g, 8.28mmol) into a 100mL three-necked flask And add 40mL acetonitrile to dissolve the solid, add anhydrous K 2 CO 3 (3.43g, 24.83mmol), the reaction system is yellow and turbid (K 2 CO 3 Undissolved), reflux and stir, thin-layer chromatography (TLC) to follow the reaction process (where the developing solvent is petroleum ether: ethyl acetate = 3:1, V / V), after the raw material point disappears, stop the reaction, spin dry the solvent, Wash twice with water, extract with ethyl acetate, collect the organic phase and spin-dry the solvent to obtain a yellow solid;

[0047] (2)(E)-2...

Embodiment 2

[0050] (E)-2-(((2-Methoxy-4-bis(ethylthio)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxyiminoacetic acid The synthesis of methyl ester (Compound No. 2) includes the following steps:

[0051] (1) Synthesis of (E)-2-(((2-methoxy-4-formyl)-2-phenoxymethylene)phenyl)-2-methoxyiminoacetate methyl ester:

[0052] Synthesize as in Example 1(1) method and conditions;

[0053] (2) (E)-2-(((2-Methoxy-4-bis(ethylthio)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxy Synthesis of methyl iminoacetate:

[0054] Synthesize as in Example 1(2) method and conditions, the difference is that ethanethiol is the raw material;

Embodiment 3

[0056] (E)-2-(((2-Methoxy-4-bis(4-fluorophenyl)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxy The synthesis of methyl aminoacetate (Compound No. 3) includes the following steps:

[0057] (1) Synthesis of (E)-2-(((2-methoxy-4-formyl)-2-phenoxymethylene)phenyl)-2-methoxyiminoacetate methyl ester:

[0058] Synthesize as in Example 1(1) method and conditions;

[0059] (2)(E)-2-(((2-Methoxy-4-bis(4-fluorophenyl)dithioacetal)-2-phenoxymethylene)phenyl)-2-methyl Synthesis of methyl oxyiminoacetate

[0060] Synthesize as in Example 1(2) method and conditions, the difference is that p-fluorothiophenol is the raw material;

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Abstract

The invention discloses a dithioacetal derivative containing methoxyacrylate, a preparation method and an application thereof. The general formula is as shown in (I), wherein, Y is N or CH; R1 is a substituted halogen atom, a methyl, a methoxy, a ethoxy or a 3, 5 -dimethoxy, the halogen atom may be fluorine, chlorine, bromine; R2 is a substituted aromatic ring, a heterocyclic ring, a 1- propyl alcohol, a ethyl, a propyl, a isopropyl. The corresponding position of the aromatic ring contains a fluorine or chlorine, and the heterocyclic ring is a morphinane ring. The derivative has better activity on plant viruses such as potato Y virus, cucumber mosaic virus, tobacco mosaic virus, tomato chlorosis virus and the like, and has simple structure, simple preparation process and low production cost.

Description

Technical field [0001] The present invention relates to the technical field of chemical engineering, in particular to dithioacetal derivatives containing methoxy acrylate, and also to a method for preparing the dithio acetal derivatives containing methoxy acrylate, and Methoxyacrylate-containing dithioacetal derivatives are used to prepare and control potato Y virus disease, cucumber mosaic virus disease, tobacco mosaic virus disease, tomato chlorotic virus disease, southern rice black streak virus disease, etc. The application of plant virus disease medicine. Background technique [0002] Plant virus disease is a major disease in agricultural production, known as "plant cancer", tobacco mosaic virus (TMV), cucumber mosaic virus (CMV), potato virus Y (PVY) and southern rice black streaked dwarf Shrink virus (SRBSDV) are several important plant virus diseases. They can infect almost all vegetables, such as cucumber, tomato, potato, zucchini, etc., and bring very serious economic ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C319/14C07C323/16A01P1/00
CPCC07C67/313C07C249/12C07C319/14C07C323/16C07C251/48C07C69/736
Inventor 胡德禹陈瑾宋宝安石晶谢丹丹
Owner GUIZHOU UNIV
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