Synthesis and <i>in vivo</i> nematocidal evaluation of novel 3-(trifluoromethyl)-1<i>H</i>-pyrazole-4-carboxamide derivatives

doi:10.1007/s11705-016-1595-x

Front. Chem. Sci. Eng.

2017, Vol. 11

Issue (3) : 363-368 https://doi.org/10.1007/s11705-016-1595-x

RESEARCH ARTICLE

Synthesis and in vivo nematocidal evaluation of novel 3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives

Wen Zhao¹, Jiahua Xing², Tianming Xu², Weili Peng²(

), Xinghai Liu¹(

)

¹. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China
². Zhejiang Base of National Southern Pesticide Research Centre, Zhejiang Research Institute of Chemical Industry, Hangzhou 310023, China

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Abstract

Pyrazole carboxamide derivatives represent an important class of fungicides in agrochemicals. To find more novel structural pyrazole carboxamides, a novel series of 3-(trifluoromethyl)-1H-pyrazole-4-carboxamide compounds were prepared from ethyl 4,4,4-trifluoroacetoacetate and triethyl orthoformate as starting materials. All the products were characterized by Fourier transform infrared spectroscopy, ¹H nuclear magnetic resonance (NMR), ¹³C NMR, ¹⁹F NMR and mass spectrography. The bioassay results showed these fluorine-containing pyrazole carboxamides have a weak fungicidal activity but some of them exhibit a good nematocidal activity against M. incognita.

Keywords fluorinated pyrazole carboxamide synthesis nematocidal activity structure and activity relationship

Corresponding Author(s): Weili Peng,Xinghai Liu

Online First Date: 15 December 2016 Issue Date: 23 August 2017

Cite this article:

Wen Zhao,Jiahua Xing,Tianming Xu, et al. Synthesis and in vivo nematocidal evaluation of novel 3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives[J]. Front. Chem. Sci. Eng., 2017, 11(3): 363-368.

URL:

https://academic.hep.com.cn/fcse/EN/10.1007/s11705-016-1595-x
https://academic.hep.com.cn/fcse/EN/Y2017/V11/I3/363

Fig.1 Scheme 1Design strategy of the title compounds

Fig.2 Scheme 2The synthetic route for compounds 5a-5i

Tab.1 Control efficacy of compounds 5a~5i against M. incognita at 40 mg/L

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