Pyrazole amide derivatives, preparation method and application thereof

A pyrazole amide and formamide-based technology, applied in the field of pyrazole amide derivatives, can solve the problems of undisclosed compounds, undisclosed agrochemical nematicide activity, etc.

Inactive Publication Date: 2017-06-23
ZHEJIANG RES INST OF CHEM IND CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The prior art does not disclose the compound described in the present application, nor does it disclose that the compound shown in the above general structural formula (I), (II) and (III) has agrochemical nematicide activity

Method used

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  • Pyrazole amide derivatives, preparation method and application thereof
  • Pyrazole amide derivatives, preparation method and application thereof
  • Pyrazole amide derivatives, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] The preparation of embodiment 1 intermediate (C-1)

[0059] Dry the reaction device, put 3.75 grams of 2-amino-1-propanol (B-1), 6.3 grams of triethylamine, and 50 ml of dichloromethane into a single-necked flask, slowly drop 11.20 grams of 3-ethyl-1- Methyl-4-chloro-1H-pyrazole-5-formyl chloride (A-1) in 50ml of dichloromethane solution, stirred at room temperature for 1 hour after dripping, left for 3 hours, separated by TLC after precipitation (developing solvent: acetic acid ethyl ester), to obtain 10.9 g of white solid (C-1). The obtained white solid (C-1) was 3-ethyl-N-(1-hydroxypropyl-2-yl)-1-methyl-1H-pyrazole-5-carboxamide.

[0060] The above (B) can also be replaced with 2-amino-1-propanol (swirl), 2-amino-2-methyl-1-propanol, aminoethanol, etc. to obtain the corresponding intermediate (C).

Embodiment 2

[0061] The preparation of embodiment 2 target compound (E-1)

[0062] Weigh 10mmol of the intermediate (C-1) prepared in Example 1 and 10mmol of 4-heptafluoroisopropylphenylisocyanate (D-1) in a single-necked flask, use 20ml of tetrahydrofuran as a solvent, stir overnight at room temperature, concentrate, and TLC Separation (the developing solvent is a mixture of V (ethyl acetate): V (petroleum ether) = 4:1) to obtain 2.50 g of the target product (E-1). The NMR data of the target product (E-1) are as follows:

[0063] NMR: 1 H-NMR (ppm):

[0064] δ1.22~1.27(t,3H),1.33~1.35(d,3H),2.60~2.64(q,2H),4.10(s,3H),4.26~4.29(m,2H),4.50~4.52(m ,1H), 6.77~6.78(d,1H), 7.01(s,1H), 7.52~7.55(m,4H).

[0065] All compounds from E-1 to E-95 can be synthesized using the same method.

[0066] 2. Preparation

Embodiment 3

[0067] Embodiment 3 wettable powder formula

[0068] In terms of mass percent, 15% of the compound (compounds described in Table 1 and Table 2), 5% of lignosulfonate (M q ), 1% lauryl polyoxyethylene ether (JFC), 40% diatomaceous earth and 44% light calcium carbonate are evenly mixed and pulverized to obtain a wettable powder.

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Abstract

The invention discloses a pyrazole amide compound shown in a structural general formula (E). Each substituent is shown in the specification. The pyrazole amide compound is suitable for controlling nematodes.

Description

technical field [0001] The present invention relates to a class of pyrazole amide derivatives. Background technique [0002] Patent documents WO2005028485, WO2007065661, WO2007000462, WO2008014905, WO2007003540, WO2006120219, WO2007031323, and US2009176844 report a class of compounds with high-efficiency fungicidal activity, which have the following general structural formula (I): [0003] [0004] Patent documents WO2007141009, WO2007144174, WO2007134799, WO2008151828, WO2008148570, WO2009024342, WO2009003672, WO2009 / 127726, WO2009 / 127722, WO2009 / 127718 have reported the following general structure of a class of similar bactericidal compounds [0005] [0006] In the above two types of structures, Q represents a substituted aryl group. [0007] Patent literature US5039693 reports the development of a class of similar insecticidal compound tolfenpyrad, which has the following structural formula (III): [0008] [0009] The prior art does not disclose the compounds...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D231/16C07D231/14A01N47/20A01P5/00
CPCC07D231/16A01N47/20C07D231/14
Inventor 彭伟立邢家华朱冰春许天明董锝臻郑志文袁静黄红英
Owner ZHEJIANG RES INST OF CHEM IND CO LTD
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