Pyrazole amide derivative, and preparation method and applications thereof

A technology based on pyrazole amide and formamide, which is applied in the field of pyrazole amide derivatives and can solve problems such as not being disclosed

Active Publication Date: 2015-06-24
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

[0007] There is no disclosure in the prior art that the compounds shown in the above general structural formula (I) and structural formula (II) or similar compounds shown in the above general structural formula (I) and structural formula (II) can be used in agricultural chemical nematicides

Method used

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  • Pyrazole amide derivative, and preparation method and applications thereof
  • Pyrazole amide derivative, and preparation method and applications thereof
  • Pyrazole amide derivative, and preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] The preparation of embodiment 1 intermediate (C-1)

[0086] Dry the reaction device, put 3.75 g of s-2-amino-1-propanol (B), 6.3 g of triethylamine, and 100 ml of dichloromethane into a single-necked flask, slowly drop in 9.73 g of 3-difluoromethyl- 1-Methyl-1H-pyrazole-4-formyl chloride (A) in 30ml of dichloromethane solution, stirred at room temperature for 1 hour after dropping, left for 3 hours, separated by TLC after precipitation (developer: ethyl acetate), A white solid (C-1) was obtained. (S)-3-(difluoromethyl)-N-(1-hydroxypropan-2-yl)-1-methyl-1H-pyrazole-4-carboxamide (B) above can also be replaced by 2-amino-1-propanol ( vortex), 2-amino-2-methyl-1-propanol, aminoethanol, etc. to prepare the corresponding intermediate (C-1).

Embodiment 2

[0087] The preparation of embodiment 2 target compound (E-2)

[0088] Weigh 10mmol of the intermediate (C-1) prepared in Example 1 and 10mmol of 4-chlorophenylisocyanate (D) in a single-necked flask, use 20ml of tetrahydrofuran as a solvent, stir overnight at room temperature, concentrate, and separate by TLC (developing agent is V (Ethyl acetate): V (petroleum ether)=4:1 mixed solution), obtain target product (E-2), its NMR data is as follows:

[0089] NMR 1 H-NMR(ppm)δ9.75(s,1H),8.26(s,1H),8.07(d,J=8.2Hz,1H),7.52–7.12(m,4H),7.32(t,J=54.1 Hz,1H),4.23(s,1H),4.08(d,J=5.3Hz,2H),3.91(s,3H),1.16(d,J=6.7Hz,3H).

[0090] All compounds from E-1 to E-299 can be synthesized using the same method.

[0091] 2. Preparation

Embodiment 3

[0092] Embodiment 3 wettable powder formula

[0093] 15% of compounds (E-a, E-b, E-c), 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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PUM

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Abstract

The invention discloses a pyrazole amide compound represented by a structure general formula (E), and a preparation method thereof, wherein the substituent groups are defined by a patent specification. The pyrazole amide compound is especially suitable to be used as an agricultural chemical nematicide.

Description

technical field [0001] The invention relates to a class of pyrazole amide derivatives, a preparation method and application thereof. Background technique [0002] Patent documents WO2005028485, WO2007065661, WO2007000462, WO2008014905, WO2007003540, WO2006120219, WO2007031323, 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 similar bactericidal compounds with the following formula [0005] [0006] In the above two types of structures, Q represents a substituted aryl group. [0007] There is no disclosure in the prior art that the compounds represented by the above general structural formula (I) and structural formula (II) or compounds similar to the above general structural formula (I) and...

Claims

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Application Information

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IPC IPC(8): C07D231/14A01N47/20A01P5/00
CPCA01N47/20C07D231/14
Inventor 彭伟立邢家华张秋颖陈杰许天明孔小林侯建宇朱冰春黄红英姬文娟郑志文
Owner ZHEJIANG RES INST OF CHEM IND CO LTD
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