(1-chloro-1-pyridin-4-yl-ethyl)-(2,4,6-trichlorophenyl)-diazene | 170465-66-4

• 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: (1-chloro-1-pyridin-4-yl-ethyl)-(2,4,6-trichlorophenyl)-diazene
• 英文别名: 1-Chloro-1-pyridin-4-yl-ethyl-(2,4,6-trichlorophenyl)-diazene；(1-chloro-1-pyridin-4-ylethyl)-(2,4,6-trichlorophenyl)diazene
• CAS: 170465-66-4
• 化学式: C₁₃H₉Cl₄N₃
• 分子量: 349.047
• InChiKey: MNDZHVXPCJERDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  37.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-chloro-1-pyridin-4-yl-ethyl)-(2,4,6-trichlorophenyl)-diazene 、 丙腈 在 氯化锑(V) 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到5-ethyl-3-methyl-3-pyrid-4-yl-1-(2,4,6-trichlorophenyl)-3H-[1,2,4]triazolium hexachloroantimonate
  参考文献：
  名称：

  Synthesis and Reactions of 1-Azo-2-azonia-allene Salts Derived from Pyridine Derivatives

  摘要：

  The 1-aza-2-azonia-allene salts prepared from 3-acetyl- or 3-benzoyl-pyridine via the corresponding hydrazone and alpha-chloroaryl-azo derivatives react with propionitrile to afford the corresponding 3-(3-pyridyl)-1,2,4-triazolium salts. The intramolecular cyclization products could be only isolated as the main products if the intermediate alpha-chlorophenyl-azo derivatives prepared from 4-benzoyl pyridine were treated with SbCl5 in presence or absence of propionitrile. Also, only 3-methyl-1,2,3-triazolo[1,5-a]pyridinium salts were obtained by reaction of the cumulene prepared from 2-acetyl-pyridine with or without propionitrile in good yields. Treatment of 3-pyridylindazolium hexachloroantimonates and 3-methyl-1,2,3-triazolo[1,5-a]pyridinium salts with Na2CO3 gave 3-pyridylindazoles and 3-methyl-1,2,3-triazolo[1,5-a]pyridine.

  DOI：

  10.1007/pl00010141
• 作为产物：
  描述：

  N-(1-pyridin-4-yl-ethylidene)-N'-(2,4,6-trichlorophenyl)-hydrazine 在 次氯酸叔丁酯 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以95%的产率得到(1-chloro-1-pyridin-4-yl-ethyl)-(2,4,6-trichlorophenyl)-diazene
  参考文献：
  名称：

  Synthesis of 1,2,4-triazolium salts: Reaction of 1-azo-2-azonia-allene salts with nitriles

  摘要：

  Alkyl ketone hydrazones 1 are oxidized with tert-butylhypochlorite to give geminal chloro azo compounds 2. These react with SbCl5, to give 1-aza-2-azonia-allene salts 3 as reactive intermediates which are intercepted with nitriles to yield 3H-1,2,4-triazolium salts 5. In most cases these salts rearrange spontaneously to form 1H-triazolium salts 6. Hydrolysis of 6e-g by NaOH provide bases 7a-c, which react with picric acid to give 1H-pyrazolium picrates 8.

  DOI：

  10.1007/bf00813205