Design, Synthesis, and Fungicidal Activity of 2-Alkylthio-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazoles

IF 0.6 4区 化学 Q4 CHEMISTRY, APPLIED
G. V. Tsaplin, S. A. Kazakov, M. I. Semchukova, E. A. Alekseeva, A. L. Alekseenko, I. M. Chernega, S. V. Popkov
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引用次数: 0

Abstract

A procedure was developed for preparing 2-alkylthio-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazoles by alkylation of 5-(1Н-1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazole-2-thione with β-bromophenetoles in the presence of triethylamine in acetone with up to 90% yield. The in vitro tests of the target compounds for fungicidal activity toward six species of phytopathogenic fungi of different taxonomic classes show that the S-halophenoxyethyl-substituted derivatives surpass a reference fungicide, Triadimefon, in the activity toward Venturia inaequalis, Rhizoctonia solani, and Bipolaris sorokiniana.

2-烷硫基-5-(1,2,4-三唑-1-基甲基)-1,3,4-恶二唑的设计、合成和杀菌活性
摘要 在丙酮中,在三乙胺存在下,通过 5-(1Н-1,2,4-三唑-1-基甲基)-1,3,4-恶二唑-2-硫酮与β-溴苯乙醚的烷基化反应,开发了一种制备 2-烷基硫基-5-(1,2,4-三唑-1-基甲基)-1,3,4-恶二唑的方法,收率高达 90%。目标化合物对六种不同分类的植物病原真菌的体外杀菌活性测试表明,S-卤苯氧乙基取代衍生物对 Venturia inaequalis、Rhizoctonia solani 和 Bipolaris sorokiniana 的活性超过了参考杀菌剂 Triadimefon。
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来源期刊
CiteScore
1.60
自引率
11.10%
发文量
63
审稿时长
2-4 weeks
期刊介绍: Russian Journal of Applied Chemistry (Zhurnal prikladnoi khimii) was founded in 1928. It covers all application problems of modern chemistry, including the structure of inorganic and organic compounds, kinetics and mechanisms of chemical reactions, problems of chemical processes and apparatus, borderline problems of chemistry, and applied research.
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