Abstract A simple and efficient method to prepare 1-(1-chlorocyclopropyl)-2-(1,2,4-triazol-1-yl)ethan-1-one via nucleophilic substitution of 2-chloro-1-(1-chlorocyclopropyl)ethanone and 1,2,4-triazole is described. The title compound is the key intermediate required for the synthesis of prothioconazole, a promising agricultural fungicide. By exploring changes in the reaction time, temperature, ratio of starting reagents, acid binding agent, and the nature of phase transfer catalyst, the reaction conditions could be optimized to afford the desired N-alkylated material in near-quantitative yield. The ultimate yield of the product after recrystallization was 93%, with a purity of 99% based on its characterization by Gas Chromatography-Mass Spectrometer (GC-MS), Fourier Transform infrared spectroscopy (IR), Proton Magnetic Resonance (1H NMR), and Carbon-13 Nuclear Magnetic Resonance (13C NMR). The synthetic process is suitable for industrial application, with the advantages of high yield and facile preparation under mild operating conditions.

中文翻译：

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1-(1-氯环丙基)-2-(1,2,4-三唑-1-基)ethan-1-one的合成与表征

摘要 2-氯-1-(1-氯环丙基)亲核取代制备1-(1-氯环丙基)-2-(1,2,4-三唑-1-基)乙-1-酮的简单有效方法)乙酮和 1,2,4-三唑。标题化合物是合成丙硫菌唑所需的关键中间体，丙硫菌唑是一种很有前途的农用杀菌剂。通过探索反应时间、温度、起始试剂比例、酸结合剂和相转移催化剂性质的变化，可以优化反应条件，以接近定量的产率提供所需的 N-烷基化材料。重结晶后产物最终收率为93%，经气相色谱-质谱（GC-MS）、傅里叶变换红外光谱（IR）、质子磁共振（1H NMR）表征，纯度为99%，和碳 13 核磁共振（13C NMR）。该合成工艺适合工业应用，具有收率高、操作条件温和易制备等优点。