关键词: Eucalyptus citriodora Hemi-synthesis benzodiazepines differential scanning calorimetry essential oil

Mesh : Oils, Volatile / chemistry Eucalyptus / chemistry Magnetic Resonance Spectroscopy Calorimetry, Differential Scanning Benzodiazepines / chemistry Stereoisomerism Molecular Structure Acyclic Monoterpenes / chemistry Spectroscopy, Fourier Transform Infrared / methods Chromatography, High Pressure Liquid / methods Aldehydes / chemistry

来  源:   DOI:10.1080/14786419.2023.2185888

Abstract:
An efficient in situ condensation of citronellal, the main constituent of Eucalyptus citriodora essential oil (51%), with different amine derivatives of 2,3-diaminomaleonitrile and 3-[(2-aminoaryl)amino]dimedone has led to novel chiral benzodiazepine structures. All reactions were precipitated in ethanol and pure products were obtained in good yields (58-75%) without any purification. The synthesized benezodiazepines were characterized by spectroscopic techniques, namely 1H-NMR, 13C-NMR, 2D NMR and FTIR. Differential Scanning Calorimetry (DSC) and HPLC were used to confirm the formation diastereomeric mixtures of benzodiazepine derivatives.
摘要:
香茅醛的有效原位冷凝,桉树精油的主要成分(51%),2,3-二氨基马来腈和3-[(2-氨基芳基)氨基]二甲酮的不同胺衍生物导致了新的手性苯并二氮杂结构。所有反应在乙醇中沉淀,并且在没有任何纯化的情况下以良好的产率(58-75%)获得纯产物。合成的benezodiazeine通过光谱技术进行了表征,即1H-NMR,13C-NMR,2DNMR和FTIR。使用差示扫描量热法(DSC)和HPLC确认苯并二氮杂衍生物的非对映异构体混合物的形成。
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