2,6-diamino-4-chloro-3,5-difluoropyridine | 1112987-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-diamino-4-chloro-3,5-difluoropyridine
• 英文别名: 4-Chloro-3,5-difluoro-pyridine-2,6-diamine；4-chloro-3,5-difluoropyridine-2,6-diamine
• CAS: 1112987-16-2
• 化学式: C₅H₄ClF₂N₃
• 分子量: 179.557
• InChiKey: XIMLTVPMJLLQNF-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  279.9±35.0 °C(Predicted)
• 密度：
  1.668±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-diamino-4-chloro-3,5-difluoropyridine 在 氨 作用下， 反应 100.0h， 以5%的产率得到2,4,6-triamino-3,5-difluoropyridine
  参考文献：
  名称：

  Direct di- and triamination of polyfluoropyridines in anhydrous ammonia

  摘要：

  Aminodefluorination of polyfluoropyridines (pentafluoro-, 3,5-dichlorotrifluoro-, 3- and 4-chlorotetrafluoro, 2,3,5,6- and 2,3,4,6-tetrafluoro-, 3-chloro-2,4,6-trifluoro-, and 2,4,6-trifluoropyridine) in anhydrous ammonia has been investigated. Temperatures of the second and third amino group introduction into pyridine ring were shown to increase significantly thus ensuring conditions for selective preparation of mono-, di- and, in the case of perhalopyridines as starting compounds, triaminoderivatives with high yield and purity. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.02.005
• 作为产物：
  描述：

  4-氯-2,3,5,6-四氟吡啶 在 氨 作用下， 反应 10.0h， 以60%的产率得到2,6-diamino-4-chloro-3,5-difluoropyridine
  参考文献：
  名称：

  多氟苯和吡啶与液氨的选择性单和二胺化

  摘要：

  五氟吡啶、2,3,5,6-四氟吡啶、4-氯四氟吡啶、3,5-二氯三氟吡啶、八氟甲苯、α,α,α,2,3,5,6-七氟甲苯、十氟间二甲苯、十氟联苯的胺化，六氟苯和五氟苯与液氨进行了研究。大多数底物的双氨基脱氟化温度显着超过单氨基脱氟化的相应温度。阐明了选择性制备单和二氨基多氟（杂）芳烃的最佳条件。提出了一种从五氟苯和六氟苯与氨水基于与冠醚络合的非选择性反应中形成的产物混合物中分离特定多氟苯二胺的有效方法。

  DOI：

  10.1007/s11172-007-0351-2

文献信息

• Design and supramolecular structure of crystal associates of polyfluoroarylenediamines and 18-crown-6 (2:1)
  作者：Tamara A. Vaganova、Yurij V. Gatilov、Sergej E. Malykhin、Denis P. Pishchur、Yurii V. Larichev、Vladimir I. Rodionov、Evgenij V. Malykhin

  DOI：10.1016/j.molstruc.2016.11.091

  日期：2017.4

  associates of stoichiometry 1:1 irrespective of the components ratio and the solvent nature. To rationalize the different co-crystallization behavior of the arylenediamines, the co-crystal structures were studied using a special version of the DFT, which accounts for the van der Waals interactions. The calculated difference between the specific sublimation enthalpies for the 1:1 and 2:1 associates was suggested

  摘要 使用大量具有各种骨架（苯、萘和吡啶）和取代基（H、Cl、 CF3)。从六氟-2,7-萘二胺、4-三氟甲基三氟-和2-三氟甲基-4,6-二氟-1,3-苯二胺、4-氯二氟-2,6-二氨基吡啶获得2:1化学计量的共晶。根据 X 射线晶体学数据，含 的多氟苯二胺的缔合体是通过合成子 Сar–N–H … Ocr 连接的二维组装体。多氟 2,7-二氨基萘和 2,6-二氨基-4-氯吡啶形成一维组装，其中萘二胺分子的 π 堆积和氢键 Сar–N–H … Npy，分别，是额外的结构支持相互作用。18-crown-6 与吸电子较少的亚芳基二胺的共结晶仅产生化学计量为 1:1 的缔合物，而与组分比和溶剂性质无关。为了使亚芳基二胺的不同共结晶行为合理化，使用特殊版本的 DFT 研究了共晶结构，这说明了范德华相互作用。1:1 和 2:1 缔合体的特定升华焓之间的计算差异被建议作为优选共结晶比的度量：当
• Design and structural regularities of zigzag-like supramolecular 1D assemblies of polyhalogenated 2,6-, 2,4-diaminopyridines and 18-crown-6
  作者：Tamara A. Vaganova、Soltan Z. Kusov、Inna K. Shundrina、Yurij V. Gatilov、Evgenij V. Malykhin

  DOI：10.1016/j.molstruc.2012.08.016

  日期：2013.2

  Co-crystallization of polyhalogenated 2,6-, 2,4-diaminopyridines and 18-crown-6 yields associates (host-guest complexes) with the stoichiometry 1:1. According to the X-ray crystal data, molecules of the components are alternately coordinated by means of the hydrogen bond between the oxygen atoms of the crown ether and the hydrogen atoms of the pyridine amino groups forming thus the 1D assembly (the infinite rod): both components are arranged in a zigzag line along the rod axis. This supramolecular configuration is identical to the configuration of co-crystals of 18-crown-6 and polyfluorinated meta-arylenediamines. The results obtained demonstrate that a mutual arrangement of amino groups in a rigid aromatic ring serves as a design tool for supramolecular architecture in this type of co-crystals. Using the DSC analysis, melting heats of the co-crystals were determined. A linear inverse correlation between the supramolecular structural unit (the rod unit length) and the specific melting heat was revealed. (C) 2012 Elsevier B.V. All rights reserved.