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

IF 2.218 Q2 Chemistry
Valeriia V. Pavlova, Pavlo V. Zadorozhnii, Vadym V. Kiselev, Aleksandr V. Kharchenko
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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.

Abstract Image

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。
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来源期刊
Chemical Data Collections
Chemical Data Collections Chemistry-Chemistry (all)
CiteScore
6.10
自引率
0.00%
发文量
169
审稿时长
24 days
期刊介绍: Chemical Data Collections (CDC) provides a publication outlet for the increasing need to make research material and data easy to share and re-use. Publication of research data with CDC will allow scientists to: -Make their data easy to find and access -Benefit from the fast publication process -Contribute to proper data citation and attribution -Publish their intermediate and null/negative results -Receive recognition for the work that does not fit traditional article format. The research data will be published as ''data articles'' that support fast and easy submission and quick peer-review processes. Data articles introduced by CDC are short self-contained publications about research materials and data. They must provide the scientific context of the described work and contain the following elements: a title, list of authors (plus affiliations), abstract, keywords, graphical abstract, metadata table, main text and at least three references. The journal welcomes submissions focusing on (but not limited to) the following categories of research output: spectral data, syntheses, crystallographic data, computational simulations, molecular dynamics and models, physicochemical data, etc.
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