triethylammonium piperidinodithiocarbamate | 59983-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: triethylammonium piperidinodithiocarbamate
• 英文别名: Piperidine-1-carbodithioate;triethylazanium；piperidine-1-carbodithioate;triethylazanium
• CAS: 59983-55-0
• 化学式: C₆H₁₁NS₂*C₆H₁₅N
• 分子量: 262.484
• InChiKey: MGUFXPCGLSRNHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  40.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  triethylammonium piperidinodithiocarbamate 在 二硫化碳 、 乙酸酐 、 三乙胺 作用下， 以 Petroleum ether 、 苯 为溶剂， 生成 2-N-piperidino-5-ethyl-1,3-dithiolium-4-thiolate
  参考文献：
  名称：

  MESOIONIC 2-N-CYCLOALKYLAMINO-5-ALKYL-1,3-DITHIOLIUM-4-THIOLATES

  摘要：

  Seven 2-(N-cycloalkylamino-1,3-dithiocarbamoyl)-carboxylic acids and seven mesoionic 2-N-cycloalkylamino-5-alkyl-1,3-dithiolium-4-thiolates have been conveniently synthesized. They were characterized by elemental analysis, I.R., U.V., mass and H-1 NMR spectrometry, plus C-13 NMR spectrometry in some cases. Important questions concerning the structure of the mesoionic compounds, relevant to mesoionic compounds in general, are addressed. In particular, we refer to the degree of separation of regions of positive and negative charge, bond orders, electron and charge delocalization and aromaticity. In this discussion we cite some of our X-ray diffraction and theoretical studies. We conclude that there are regions of positive and negative charge in which there is delocalization of electrons and charge with bond orders between 1 and 2. However, the shared regions are separated by what are essentially single bonds. Thus, they, and mesoionic compounds in general, should not be considered as formally aromatic. This is supported by estimates of Bird Aromaticity indices-experimentally based for two of the title mesoionic compounds-of the order of 50: substantially less than values for thiophene and pyrrole and much less than values for benzene and pyridine. Finally, based on this discussion, we introduce a new notation for the structures of mesoionic compounds which we believe more accurately represents both the bonding situation and the chemical patterns of reactivity of such compounds.

  DOI：

  10.1080/10426509608029640
• 作为产物：
  描述：

  哌啶 、 二硫化碳 、 三乙胺 在 乙醇 作用下， 生成 triethylammonium piperidinodithiocarbamate
  参考文献：
  名称：

  Facile synthesis and antifungal activity of dithiocarbamate derivatives bearing an amide moiety

  摘要：

  用简便的方法合成了一系列带有酰胺分子的新型二硫代氨基甲酸酯衍生物 3a-3i 和 4a-4i 的一系列新型二硫代氨基甲酸酯衍生物。 通过 1H NMR、13C NMR、元素分析和高分辨质谱法确认了这些衍生物的结构。 高分辨质谱法（HRMS）确认了这些衍生物的结构。它们对 评估了它们对五种植物病原真菌的抗真菌活性。 结果表明，大多数目标化合物在体外对 Gibberella zeae、Cytospora sp.、Collectotrichum gloeosporioides、Alternaria solani 和 Fusarium solani 的抗真菌活性。化合物 4f 和 4g 化合物 4f 和 4g 和 Fusarium solani 的活性。

  DOI：

  10.2298/jsc150114047l

文献信息

• A non-isothiocyanate route to synthesize trisubstituted thioureas of arylamines using in situ generated dithiocarbamates
  作者：Begur Vasanthkumar Varun、Kandikere Ramaiah Prabhu

  DOI：10.1039/c2ra23257j

  日期：——

  trisubstituted thioureas of arylamines is presented, for the first time, using in situ generated dithiocarbamates of secondary amines. This strategy provides an excellent opportunity to access thioureas containing primary aryl amines. A non-isothiocyanate route to obtain thioureas is the advantage of this strategy, which may provide a useful route to synthesize a variety of biologically active derivatives of thioureas

  首次提出了一种使用原位生成的仲胺的二硫代氨基甲酸酯合成新颖，用户友好且方便的芳基胺的三取代硫脲的方法。该策略为获得含有伯芳基胺的硫脲提供了极好的机会。获得异硫脲的非异硫氰酸酯途径是该策略的优势，这可能为合成多种硫脲的生物活性衍生物提供了有用的途径。
• Protection-free synthesis of glycosyl dithiocarbamates in aqueous media by using 2-chloroimidazolinium reagent
  作者：Gefei Li、Masato Noguchi、Haruka Kashiwagura、Yuuki Tanaka、Kazunari Serizawa、Shin-ichiro Shoda

  DOI：10.1016/j.tetlet.2016.06.106

  日期：2016.8

  have been synthesized directly from the corresponding unprotected sugars and dithiocarbamate salts in good yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as condensing agent in aqueous media. The three-component one-pot synthesis of GDTCs starting from unprotected sugars, carbon disulfide, and secondary amines has also been successfully demonstrated. This is the first report on the

  使用2-氯-1,3-二甲基咪唑啉鎓氯化物（DMC）作为缩合剂在水性介质中，可以直接从相应的未保护糖和二硫代氨基甲酸盐以高收率直接合成糖基二硫代氨基甲酸酯（GDTC）。还已经成功地证明了从未保护的糖，二硫化碳和仲胺开始的三组分一锅法合成GDTC。这是有关不使用任何保护基团由未保护的糖直接合成GDTC的首次报道。
• Synthesis and Dynamic NMR Studies of Some New Symmetrical Podands of Dithiocarbamates Formed from Bis(N-thiazol)chloroacetamides
  作者：Abbas Shockravi、Mahmood Kamali、Azim Ziyaei Halimehjani、Reza Jafari

  DOI：10.1002/jhet.915

  日期：2013.3

  Reactions of dithiocarbamates salts (IVa, IVb, IVc) with bis(N‐thiazol) chloroacetamides(IIa, IIb) in DMF furnished corresponding podands as Va, Vb, Vc, Vd, Ve, Vf in high to excellent yields. Two reacting ligands (IIa, IIb) were obtained in the reaction of bis(aminothiazoles) (Ia, Ib) with chloroacetyl chloride. Dynamic NMR spectroscopic data of two series of podands (Va, Vb, Vc and Vd, Ve, Vf) are

  二硫代氨基甲酸盐（IVa，IVb，IVc）与双（N-噻唑）氯乙酰胺（IIa，IIb）在DMF中的反应以高到极好的收率提供了相应的豆荚，如Va，Vb，Vc，Vd，Ve，Vf。在双（氨基噻唑）（Ia，Ib）与氯乙酰氯的反应中获得了两个反应配体（IIa，IIb）。两个Podand系列（Va，Vb，Vc的动态NMR光谱数据。和Vd，Ve，Vf）进行了讨论，并指出了它们在聚结温度下的活化自由能（）。由于对硫酰胺C-N键的旋转和共振效应，这些豆荚的s归因于14.9-16.2 kcal / mol范围内的构象异构化。
• 一种含二硫代氨基甲酸取代基的头孢菌素衍 生物
  申请人：中山大学

  公开号：CN104829632B

  公开（公告）日：2017-09-29

  本发明属于医药技术领域，涉及一种由以下通式I表示的头孢菌素衍生物或其药学上可接受的盐，其中：R1、R2、R3、R4、X均为说明书中所定义；本发明还提供了通式I表示的头孢菌素衍生物的制备方法，以及它们在制备抗感染药物中的应用。
• One-pot two-step dithiocarbamylation of styrenes: metal-free stereoselective synthesis of styrenyl dithiocarbamates
  作者：Manas Mondal、Amit Saha

  DOI：10.1039/d2ob00315e

  日期：——

  Styrenes have been functionalized to produce styrenyl dithiocarbamates by a one-pot two-step procedure without using any metal catalysts. Styrene was transformed into a bromo-derivative, which undergoes a domino nucleophilic substitution followed by elimination in the presence of a dithiocarbamate anion and triethylamine to produce trans-styrenyl dithiocarbamates exclusively. The reaction shows a wide

  苯乙烯已被功能化以通过一锅两步程序生产苯乙烯基二硫代氨基甲酸酯，而无需使用任何金属催化剂。苯乙烯被转化为溴代衍生物，在二硫代氨基甲酸根阴离子和三乙胺存在下进行多米诺亲核取代，然后消除，仅生产反式-苯乙烯基二硫代氨基甲酸根。该反应底物范围广，产物收率高。