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Dithioacetal derivative containing methoxyacrylate, preparation method and application thereof

A technology of methoxyacrylate and methyl methoxyiminoacetate, which is applied to dithioacetal derivatives containing methoxyacrylate, their preparation and application fields, and can solve problems such as lack of research

Active Publication Date: 2018-09-04
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 derivative containing methoxyacrylate, preparation method and application thereof
  • Dithioacetal derivative containing methoxyacrylate, preparation method and application thereof
  • Dithioacetal derivative containing methoxyacrylate, preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0044] (E)-2-(((2-methoxy-4-bis(2-hydroxyethyl)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxymethylene The synthesis of methyl aminoacetate (compound number is 1), comprises the following steps:

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

[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 turbidity (K 2 CO 3 undissolved), reflux stirring, thin layer chromatography (TLC) tracking reaction process (wherein developing agent is sherwood oil: ethyl acetate=3:1, V / V), after raw material point disappears, stops reaction, spins to dry solvent, Repeatedly washed with water twice, extracted with ethyl acetate, collected the organic phase and spin-dried the solvent to obtain...

Embodiment 2

[0050] (E)-2-(((2-methoxy-4-bis(ethylthio)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxyiminoacetic acid The synthesis of methyl ester (compound number is 2), comprises the following steps:

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

[0052] Synthesize as embodiment 1 (1) method and condition;

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

[0054] Synthesize as embodiment 1 (2) method and condition, difference is that ethanethiol is raw material;

Embodiment 3

[0056] (E)-2-(((2-methoxy-4-bis(4-fluorophenyl)dithioacetal)-2-phenoxymethylene)phenyl)-2-methoxymethylene The synthesis of methyl aminoacetate (compound number is 3), comprises the following steps:

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

[0058] Synthesize as embodiment 1 (1) method and condition;

[0059] (2) (E)-2-(((2-methoxy-4-bis(4-fluorophenyl)dithioacetal)-2-phenoxymethylene)phenyl)-2-methyl Synthesis of Methyl Oxyiminoacetate

[0060] Synthesize as embodiment 1 (2) method and condition, difference is that p-fluorothiophenol is 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 field of chemical technology, in particular to dithioacetal derivatives containing methoxyacrylate, and also to a method for preparing the dithioacetal derivatives containing methoxyacrylate, and the Dithioacetal derivatives containing methoxyacrylate are used to prepare and prevent potato Y virus disease, cucumber mosaic virus disease, tobacco mosaic virus disease, tomato chlorosis virus disease and southern rice black-streaked dwarf virus disease, etc. Drug application for plant virus diseases. Background technique [0002] Plant virus disease is a class of major diseases 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 Reduction virus (SRBSDV) is several important plant virus diseases, they can infect almost all vegetables, such as cucumber, tomato, potato, zucchini, etc., and bring very ser...

Claims

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Application Information

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Patent Type & Authority Applications(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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