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Biphenylmethanol compound as well as preparation method and application thereof

A technology of biphenylmethanol and compounds, which is applied in the field of pesticides, can solve the problems of no biphenylmethanol compounds, etc., and achieve the effects of simple structure, good control effect and low cost

Active Publication Date: 2016-03-23
ZONGYANG COUNTY ZHONGBANG TECH INFORMATION CONSULTING CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, there is no report on the use of biphenyl alcohol compounds as agricultural fungicides

Method used

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  • Biphenylmethanol compound as well as preparation method and application thereof
  • Biphenylmethanol compound as well as preparation method and application thereof
  • Biphenylmethanol compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] compound (C 19 h 16 o 2 ) preparation

[0033] (1) Synthesis of intermediate 1-(4-biphenyl)-3-(2-furyl)-2-propen-1-one

[0034] Add 0.01mol of 4-phenylacetophenone and 10mL of absolute ethanol into a 50mL three-necked flask, and then add 5mL of 10% NaOH solution into it. Under stirring in an ice bath, slowly drop the mixture of 0.01mol 2-furfuraldehyde and 10mL absolute ethanol into a three-necked flask with a constant pressure dropping funnel, react at 0-5°C, and use a thin-layer silica gel plate (TLC ) to check that the reaction is complete. After the reaction is completed, add 3-4 times the volume of distilled water to the mixture, and adjust its pH value to neutral with 10% HCl, there is a precipitate, filter, wash, and recrystallize with absolute ethanol to obtain intermediate 1 -(4-biphenyl)-3-(2-furyl)-2-propen-1-one.

[0035] (2) Synthesis of the target compound

[0036] Add 0.005mol of self-made intermediate and 30mL of absolute ethanol into a 50mL thr...

Embodiment 2

[0039] compound (C 20 h 18 o 2 ) preparation

[0040] (1) Synthesis of intermediate 1-(4-biphenyl)-3-(5-methyl-2-furyl)-2-propen-1-one

[0041] Add 0.01mol of 4-phenylacetophenone and 10mL of absolute ethanol into a 50mL three-necked flask, and then add 5mL of 10% NaOH solution into it. While stirring in an ice bath, slowly drop the mixture of 0.01mol 5-methyl-2-furfuraldehyde and 10mL of absolute ethanol into a three-necked flask with a constant pressure dropping funnel, react at 0-5°C, and use a thin A silica gel plate (TLC) was used to check whether the reaction was complete. After the reaction is completed, add 3-4 times the volume of distilled water to the mixture, and adjust its pH value to neutral with 10% HCl, there is a precipitate, filter, wash, and recrystallize with absolute ethanol to obtain intermediate 1 -(4-biphenyl)-3-(5-methyl-2-furyl)-2-propen-1-one.

[0042] (2) Synthesis of the target compound

[0043] Add 0.005mol of self-made intermediate and 30...

Embodiment 3

[0046] compound (C 19 h 15 OSBr) preparation

[0047] (1) Synthesis of intermediate 1-(4-biphenyl)-3-(5-bromo-2-thienyl)-2-propen-1-one

[0048] Add 0.01mol of 4-phenylacetophenone and 10mL of absolute ethanol into a 50mL three-necked flask, and then add 5mL of 10% NaOH solution into it. While stirring in an ice bath, slowly drop the mixture of 0.01mol 5-bromo-2-thiophenecarbaldehyde and 10mL of absolute ethanol into a three-necked flask with a constant pressure dropping funnel, react at 0-5°C, and use a thin layer Silica gel plates (TLC) were used to check the completion of the reaction. After the reaction is completed, add 3-4 times the volume of distilled water to the mixture, and adjust its pH value to neutral with 10% HCl, there is a precipitate, filter, wash, and recrystallize with absolute ethanol to obtain intermediate 1 -(4-biphenyl)-3-(5-bromo-2-thienyl)-2-propen-1-one.

[0049] (2) Synthesis of the target compound

[0050] Add 0.005mol of self-made intermedi...

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PUM

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Abstract

The invention provides a biphenylmethanol compound. A general structural formula of the biphenylmethanol compound is shown in the specification, wherein in the general formula (I), n is 0.1; X is an oxygen atom or a sulfur atom; and R is a hydrogen atom, a chlorine atom, a bromine atom, methyl or methoxy. The biphenylmethanol compound provided by the invention has a simple and novel structure, is easy to synthesize, is low in cost, has better control effects on plant pathogenic fungi and is not reported in currently known plant pathogenic fungus inhibitors.

Description

technical field [0001] The invention relates to the technical field of pesticides, in particular to a biphenyl carbinol compound and a preparation method and application thereof. Background technique [0002] Pesticide resistance has always been an unavoidable problem in the control of agricultural diseases and insect pests. After a period of use of pesticides, pests or pathogenic bacteria will develop resistance to them, especially for some pesticides with strong targets, the resistance will develop faster. Therefore, in the face of this problem, there is a constant need to invent new and improved compounds and compositions with insecticidal or fungicidal activity in the control of agricultural diseases and insect pests. At the same time, along with people's increasing demand for agricultural and livestock products and increasing emphasis on environmental protection, new pesticides with lower cost and environmental friendliness are always required. [0003] In recent year...

Claims

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Application Information

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IPC IPC(8): C07D307/42C07D333/28A01N43/08A01N43/10A01P3/00
CPCA01N43/08A01N43/10C07D307/42C07D333/28
Inventor 唐孝荣高扬杨建刘辉高素美李唯一曾义徐志宏张燕王玲
Owner ZONGYANG COUNTY ZHONGBANG TECH INFORMATION CONSULTING CO LTD
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