N,N-bis(3,5-dichlorosalicylidene)hydrazine | 164589-64-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-bis(3,5-dichlorosalicylidene)hydrazine
• 英文别名: 3,5-dichloro-2-hydroxybenzaldehyde (3,5-dichloro-2-hydroxybenzylidene)hydrazone；2,4-Dichloro-6-[[(3,5-dichloro-2-hydroxyphenyl)methylidenehydrazinylidene]methyl]phenol
• CAS: 164589-64-4
• 化学式: C₁₄H₈Cl₄N₂O₂
• 分子量: 378.042
• InChiKey: CZDCLRFZSLNIGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-二氯水杨醛 在 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 以90 %的产率得到N,N-bis(3,5-dichlorosalicylidene)hydrazine
  参考文献：
  名称：

  水热条件下由 3,5-二氯水杨醛缩氨基硫脲获得的含 N,N-双（3,5-二氯水杨基）肼的抗菌 Co(II) 单核化合物

  摘要：

  摘要 在水热条件下合成了单核化合物[Co(L1) 2 (H 2 O)]·2H 2 O ( 1 )，其中L1 = N,N-双(3,5-二氯水杨基)肼。请注意，L1 源自L2 的水热原位反应（L2 = 3,5-二氯水杨醛缩氨基硫脲）。L2是使用3,5-二氯水杨醛和氨基硫脲通过回流制备的。虽然1只是与 L1 配位的单核结构，但两个相邻单核单元之间的分子间氢键相互作用创建了一个一维超分子链。此外，它通过 π ⋅⋅⋅ π自组装成令人着迷的二维超分子层相邻链的苯环之间堆积。应用赫什菲尔德曲面和1的指纹图来获取非共价相互作用的数据。抗菌分析表明1是一种潜在的抗菌材料，抑菌率高于L1（大肠杆菌： 1为89.41% ，L1为29.09%；MRSA： 1为93.17% ，L1为38.54%）。还研究了1和L1的固体和液体光致发光性质。

  DOI：

  10.1080/00958972.2023.2233669

文献信息

• Synthesis of 2-Amino-4-(3-amino-5-hydroxy-4H-pyrazol-4-ylidene)-4H-chromene-3-carbonitriles
  作者：Dattaprasad Pore、Mansing Mane

  DOI：10.1055/s-0035-1561952

  日期：——

  A simple and efficient protocol was developed for the synthesis of 2-amino-4-(3-amino-5-hydroxy-4 H -pyrazol-4-ylidene)-4 H -chromene-3-carbonitriles by the potassium phosphate-catalyzed reaction of salicylaldehydes, malononitrile, and 2-cyanoacetohydrazide in ethanol. The method offers advantages such as a simple workup procedure and good yields. When the method was extended to two equivalents of

  开发了一种简单有效的方案，用于通过磷酸钾催化合成 2-amino-4-(3-amino-5-hydroxy-4 H-pyrazol-4-ylidene)-4 H-chromene-3-carbonitriles水杨醛、丙二腈和 2-氰基乙酰肼在乙醇中的反应。该方法提供了诸如简单的后处理程序和良好的收率等优点。当该方法扩展到两当量的 2-氰基乙酰肼而不是丙二腈时，观察到了水杨醛吖嗪的意外形成，导致了合成水杨醛吖嗪的新途径。
• A multifunctional Schiff-base as chromogenic chemosensor for Mn2+ and fluorescent chemosensor for Zn2+ in semi-aqueous environment
  作者：V. Raju、R. Selva Kumar、Y. Tharakeswar、S.K. Ashok Kumar

  DOI：10.1016/j.ica.2019.04.053

  日期：2019.7

  In this communication, a new multifunctional Schiff-base (S) obtained by reacting hydrazine with 3,5-dichlorosalicylaldehyde. The sensing ability of S was studied with various metal ions by visual test, UV-Vis and spectrofluorometric techniques in THF:H2O (1:1, v/v) media. Accordingly, visual test was confirmed by changing initial colourless solution of S to yellow upon interaction with Mn2+ while for other ions, it did not respond in natural light. However, same solution composition when it was observed under UV light, it exhibits green fluorescent colour with Zn2+. In order to see more photo physical properties of S-Mn2+ and S-Zn2+ are studied through by spectrophotometric and spectrofluorometric methods respectively. Spectrophotometrically, neat S exhibits a strong absorption band at 365 nm upon interaction with Mn2+, it exhibits a new absorption band at 425 nm. Spectroflurometrically, a new emission peak was observed at 500 nm upon excitation of S-Zn2+ at 390 nm while other metal ions did not exhibit any emission properties. Further, the formation 3:2 binding stoichiometry between S with Mn2+ and Zn2+ were studied by using Job's plot and association constant for were estimated by Benesi-Hilderbrand (BH) method. The detection limit of S for Mn2+ and Zn2+ were found to be 3.6 x 10(-7) M and 9.2 x 10(-8) M respectively, which is much lower than the WHO guidance of their metal ions in drinking water. The coordination behaviour of S with Mn2+ and Zn2+ are well supported by NMR and theoretical calculations.