5-chloro-8-phenyl-imidazo[1,2-a]pyridine | 69214-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-chloro-8-phenyl-imidazo[1,2-a]pyridine
• 英文别名: 5-chloro-8-phenyl-imidazo[1,2-a]pyridine；8-Phenyl-5-chlorimidazo<1,2-a>pyridin；5-Chloro-8-phenylimidazo[1,2-a]pyridine
• CAS: 69214-21-7
• 化学式: C₁₃H₉ClN₂
• 分子量: 228.681
• InChiKey: XRIPWANBQNXXBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-ethynyl-1-(phenylethynyl)-1H-imidazole 在 1,4-环己二烯 、 氯苯 作用下， 反应 24.0h， 以27%的产率得到5-chloro-8-phenyl-imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹

  摘要：

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.

  DOI：

  10.1021/ol027100p

文献信息

• Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹
  作者：Asha K. Nadipuram、Wendi M. David、Dalip Kumar、Sean M. Kerwin

  DOI：10.1021/ol027100p

  日期：2002.12.1

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.
• US4166851A
  申请人：——

  公开号：US4166851A

  公开（公告）日：1979-09-04
• US4233301A
  申请人：——

  公开号：US4233301A

  公开（公告）日：1980-11-11
• US4330543A
  申请人：——

  公开号：US4330543A

  公开（公告）日：1982-05-18
• US4408047A
  申请人：——

  公开号：US4408047A

  公开（公告）日：1983-10-04