5-(2-chloro-4-fluorophenyl)-1-(pyridin-3-yl)tetrazole | 252917-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-chloro-4-fluorophenyl)-1-(pyridin-3-yl)tetrazole
• CAS: 252917-63-8
• 化学式: C₁₂H₇ClFN₅
• 分子量: 275.672
• InChiKey: BAYJDYDAHMXRHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.49
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(2-chloro-4-fluorophenyl)-1-(pyridin-3-yl)tetrazole 在 N,N,N,N-tetraethylammonium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 反应 0.15h， 以35%的产率得到10-fluorotetrazolo[1,5-f][3,5]phenanthroline
  参考文献：
  名称：

  Regioselectivity in the Intramolecular Substitution Reactions of Electrochemically and Photochemically Generated Aryl Radicals with Adjacent Pyridine and Quinoline Rings. A Comparison between these Reactions and Related Processes Involving Tributyltin Hydride.

  摘要：

  Cleavage of the carbon-halogen bond in 1-(3-pyridinyl)- and 1-(3-quinolinyl)-5-(1-halogenophenyl)tetrazoles leads to a sigma-radical which undergoes a cyclization reaction onto the adjacent heterocyclic ring. Bond cleavage is effected both by electrochemical reduction and by photolysis. Yields of cyclized products formed in the two types of reaction are compared. The relative advantages of the electrochemical generation of an aryl a-radical from aryl halides over reaction of the same substrate with tributyltin hydride and a radical initiator are discussed.

  DOI：

  10.3891/acta.chem.scand.53-0913
• 作为产物：
  描述：

  3-(2-chloro-4-fluorobenzamido)pyridine 在 sodium azide 、 五氯化磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5-(2-chloro-4-fluorophenyl)-1-(pyridin-3-yl)tetrazole
  参考文献：
  名称：

  Regioselectivity in the Intramolecular Substitution Reactions of Electrochemically and Photochemically Generated Aryl Radicals with Adjacent Pyridine and Quinoline Rings. A Comparison between these Reactions and Related Processes Involving Tributyltin Hydride.

  摘要：

  Cleavage of the carbon-halogen bond in 1-(3-pyridinyl)- and 1-(3-quinolinyl)-5-(1-halogenophenyl)tetrazoles leads to a sigma-radical which undergoes a cyclization reaction onto the adjacent heterocyclic ring. Bond cleavage is effected both by electrochemical reduction and by photolysis. Yields of cyclized products formed in the two types of reaction are compared. The relative advantages of the electrochemical generation of an aryl a-radical from aryl halides over reaction of the same substrate with tributyltin hydride and a radical initiator are discussed.

  DOI：

  10.3891/acta.chem.scand.53-0913