1,4-Bis(4-fluorophenyl)phthalazine | 138181-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,4-Bis(4-fluorophenyl)phthalazine
• CAS: 138181-08-5
• 化学式: C₂₀H₁₂F₂N₂
• 分子量: 318.325
• InChiKey: BIEOUPFYJXALQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-Bis(4-fluorophenyl)phthalazine 反应 3.5h， 以24%的产率得到2,4-bis(4-fluorophenyl)quinazoline
  参考文献：
  名称：

  Thermal Rearrangement of a Phthalazine to a Quinazoline

  摘要：

  This is the first reported thermal rearrangement reaction of a phthalazine to its structural isomer, a quinazoline. We have found that heating polyphenylated phthalazines 2b-d at 360 degrees C for 30 min gave the corresponding quinazolines in high yield. The less sterically crowded 1,4-bis(4-fluorophenyl)phthalazine (2a) gave only a low yield of quinazoline 3a. X-ray crystallographic analysis on 3b further confirmed our finding.

  DOI：

  10.1021/jo00115a031

文献信息

• Thermal Rearrangement of a Phthalazine to a Quinazoline
  作者：Kwok P. Chan、Allan S. Hay

  DOI：10.1021/jo00115a031

  日期：1995.5

  This is the first reported thermal rearrangement reaction of a phthalazine to its structural isomer, a quinazoline. We have found that heating polyphenylated phthalazines 2b-d at 360 degrees C for 30 min gave the corresponding quinazolines in high yield. The less sterically crowded 1,4-bis(4-fluorophenyl)phthalazine (2a) gave only a low yield of quinazoline 3a. X-ray crystallographic analysis on 3b further confirmed our finding.