3-chloro-N-(2-chloro-benzyliden)-aniline | 17099-06-8

• 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: 3-chloro-N-(2-chloro-benzyliden)-aniline
• 英文别名: 3-Chlor-N-(2-chlor-benzyliden)-anilin；N-<2-Chlor-benzyliden>-3-chlor-anilin；3-Chloro-N-(2-chlorobenzylidene)aniline；1-(2-chlorophenyl)-N-(3-chlorophenyl)methanimine
• CAS: 17099-06-8
• 化学式: C₁₃H₉Cl₂N
• 分子量: 250.127
• InChiKey: MZJZNAQCSPQXRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloro-N-(2-chloro-benzyliden)-aniline 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以55%的产率得到N-(o-chlorobenzyl)-m-chloroaniline
  参考文献：
  名称：

  Matharu, Balbir Kaur; Sharma; Manrao, Journal of the Indian Chemical Society, 2005, vol. 82, # 10, p. 917 - 918

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯苯基羟胺 在 sodium tetrahydroborate 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 3-chloro-N-(2-chloro-benzyliden)-aniline
  参考文献：
  名称：

  Matharu, Balbir Kaur; Sharma; Manrao, Journal of the Indian Chemical Society, 2005, vol. 82, # 10, p. 917 - 918

  摘要：

  DOI：

文献信息

• An efficient synthesis of β-amino esters via Zn(OTf)2-catalyzed Mannich-type reaction
  作者：Wang-Ge Shou、Yun-Yun Yang、Yan-Guang Wang

  DOI：10.1016/j.tetlet.2005.12.136

  日期：2006.3

  A Zn(OTf)2-catalyzed Mannich-type reaction of the electron-deficient aromatic amines with the electron-deficient aromatic aldehydes and diethyl malonic ester was described. This three-component reaction afforded the corresponding β-amino esters in good yields.

  描述了Zn（OTf）2催化的缺电子芳族胺与缺电子芳族醛和二乙基丙二酸酯的曼尼希型反应。该三组分反应以良好的产率提供了相应的β-氨基酯。
• Triazolines XIII: Δ2-1,2,3-Triazolines, a New Class ofAnticonvulsants
  作者：Pankaja K. Kadaba

  DOI：10.1002/jps.2600730642

  日期：1984.6

  synthesized and evaluated for the first time as potential anticonvulsant agents using the standard subcutaneous pentylenetetrazol seizure threshold and maximal electroshock seizure tests. Out of the 31 triazolines that were screened, 11 exhibited moderate anticonvulsant activity; 9 of the compounds afforded protection against pentylenetetrazol-induced seizures, while two antagonized electrically induced convulsions

  已经合成了一系列的1,5-二芳基-δ2-1,2,3-三唑啉，并首次使用标准皮下戊四氮癫痫发作阈值和最大电击癫痫发作试验对它们作为潜在的抗惊厥药进行了评估。筛选出的31种三唑啉中，有11种表现出中等的抗惊厥活性；其中11种具有较高的抗惊厥活性。其中9种化合物可防止戊四氮诱发的癫痫发作，同时有两种拮抗的电诱发的惊厥。
• Reaction of Imines with 5,5‐Dimethyl‐1, 3‐cyclohexandione
  作者：Liangce Rong、Xiaoyue Li、Haiying Wang、Daqing Shi、Shujiang Tu、Qiya Zhuang

  DOI：10.1080/00397910600640131

  日期：2006.8

  The reaction of imines 1 with 5,5-dimethyl-1,3-cyclohexandione 2 in methanol was investigated. When the reaction was carried out without a catalytic amount of molecular iodine, ring-opening derivatives of xanthenediones 3 were obtained in high yields. On the other hand, when molecular iodine and a catalytic amount of zinc powder were employed as the catalyst, xanthenediones derivatives 4 were obtained with excellent yields.
• Mayer,F.; Levis, Chemische Berichte, 1919, vol. 52, p. 1647
  作者：Mayer,F.、Levis

  DOI：——

  日期：——
• Efficient, Solvent-Free, Microwave-Enhanced Condensation of 5,5-Dimethyl-1,3-cyclohexanedione with Aldehydes and Imines Using LiBr as Inexpensive, Mild Catalyst
  作者：Dhruva Kumar、Jagir S. Sandhu

  DOI：10.1080/00397910902987792

  日期：2010.2.2

  Efficient, solvent-free, microwave-enhanced condensation of 5,5-dimethyl-1,3-cyclohexanedione with aldehydes using LiBr as catalyst affords xanthenediones. Imines gave only bis-5,5-dimethyl-1,3-cyclohexanediones at high power; a slightly longer period gave xanthenediones. In both types of reactions, the products are obtained in very good to excellent yields. The present protocol is inexpensive and ecofriendly.