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硫代磷酰基酰胺[(Pz)P(S)NHR]和硫代磷酰二酰胺[(Pz)P(S)(NHR)](Pz = 1,3,5-三甲基吡唑,R = 联苯衍生物)的简便合成及杀线虫活性评估

Facile synthesis and nematicidal activity evaluation of thiophosphinyl amide [(Pz)P(S)NHR] and thiophosphonyl diamide [(Pz)P(S)(NHR)] (Pz = 1,3,5-trimethylpyrazole, R = biphenyl derivatives).

作者信息

Chen Xiao, Lu Xiaogang, Liu Haibo, Wang Hongmei, Pei Chengxin

机构信息

State Key Laboratory of NBC Protection for Civilian Beijing 102205 China

出版信息

RSC Adv. 2021 Nov 10;11(57):36250-36256. doi: 10.1039/d1ra06232h. eCollection 2021 Nov 4.

DOI:10.1039/d1ra06232h
PMID:35492779
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9043339/
Abstract

A series of thiophosphinyl amide [(Pz)P(S)NHR] and thiophosphonyl diamide [PzP(S)(NHR)] compounds, where Pz = 1,3,5-trimethylpyrazole and N(H)R = derivatives of 2-aminobiphenyl, were synthesized a facile two-step process. Reaction of pyrazolyl substituted bromophosphine with 2-aminobiphenyl derivatives and further reaction with elemental sulphur affords the corresponding thiophosphinyl amide and thiophosphonyl diamide. The intermediate species was used without prior purification for reaction with sulphur to yield the target compounds. The nematicidal activity evaluation suggests that some compounds could manifest moderate nematicidal activity towards , which is higher than that of their amide analogue bixafen.

摘要

通过简便的两步法合成了一系列硫代磷酰酰胺[(Pz)P(S)NHR]和硫代磷酰二酰胺[PzP(S)(NHR)]化合物,其中Pz = 1,3,5-三甲基吡唑,N(H)R = 2-氨基联苯的衍生物。吡唑基取代的溴化膦与2-氨基联苯衍生物反应,再与元素硫进一步反应,得到相应的硫代磷酰酰胺和硫代磷酰二酰胺。中间产物无需预先纯化即可用于与硫反应以生成目标化合物。杀线虫活性评估表明,一些化合物对[线虫名称未给出]可表现出中等杀线虫活性,高于其酰胺类似物联苯吡菌胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e459/9043339/38fb644f1c37/d1ra06232h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e459/9043339/18696ad76ef9/d1ra06232h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e459/9043339/38fb644f1c37/d1ra06232h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e459/9043339/18696ad76ef9/d1ra06232h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e459/9043339/38fb644f1c37/d1ra06232h-f2.jpg

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