Synthesis, spectral characteristics and molecular structure of N-(2,2,2-trichloro-1-(hydrazinecarbothioamido)ethyl)carboxamides

IF 2.218 Q2 Chemistry

Chemical Data Collections Pub Date : 2024-04-25 DOI:10.1016/j.cdc.2024.101137

Valeriia V. Pavlova, Pavlo V. Zadorozhnii, Vadym V. Kiselev, Aleksandr V. Kharchenko

引用次数: 0

Abstract

Thiosemicarbazide derivatives are widely used as substrates for organic synthesis, and as analytical reagents and have a wide range of biological activities. In this work, we report synthesizing a series of new thiosemicarbazide derivatives functionalized with an N-(2,2,2-trichloroethyl)carboxamide group at the thioamide nitrogen atom. These compounds were obtained by adding hydrazine hydrate to N-(2,2,2-trichloro-1-isothiocyanatoethyl)carboxamides. Optimization of reaction conditions was carried out under the control of LC-MS analysis. The highest yields were observed at room temperature using MTBE as a solvent. The yield of target products under these conditions was 68–94 %. The structure of the obtained compounds was confirmed by ¹H, ¹³C NMR, and IR spectroscopy data, as well as the selective X-ray diffraction analysis carried out for 3-methyl-N-(2,2,2-trichloro-1-(hydrazinecarbothioamido)ethyl)butanamide.

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N-(2,2,2-三氯-1-(肼基硫代氨基)乙基)羧酰胺的合成、光谱特征和分子结构。

硫代氨基脲衍生物被广泛用作有机合成的底物和分析试剂，并具有广泛的生物活性。在这项工作中，我们合成了一系列在硫代酰胺氮原子上具有 N-(2,2,2-三氯乙基)羧酰胺基团的新硫代氨基脲衍生物。这些化合物是通过在 N-(2,2,2-三氯-1-异硫氰基乙基)羧酰胺中加入水合肼而得到的。在 LC-MS 分析的控制下，对反应条件进行了优化。在室温下，以 MTBE 为溶剂的产率最高。在这些条件下，目标产物的产率为 68-94%。通过 1H、13C NMR 和 IR 光谱数据，以及对 3-甲基-N-(2,2,2-三氯-1-(肼硫代氨基)乙基)丁酰胺进行的选择性 X 射线衍射分析，确认了所获化合物的结构。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chemical Data Collections Chemistry-Chemistry (all)

CiteScore

6.10

自引率

0.00%

发文量

169

审稿时长

24 days

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