1,2-bis(p-bromophenylazo)stilbene | 121948-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2-bis(p-bromophenylazo)stilbene
• 英文别名: (4-bromophenyl)-[2-(4-bromophenyl)-4,5-diphenyltriazol-1-ium-1-yl]azanide
• CAS: 121948-41-2
• 化学式: C₂₆H₁₈Br₂N₄
• 分子量: 546.264
• InChiKey: GJBULQZCCKBMHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1,2-bis(p-bromophenylazo)stilbene 在 methyl cyanodithioformate 作用下， 以 苯 为溶剂， 反应 1.0h， 以91%的产率得到4-(4-Bromophenyl)-2,6-diphenyl-1,3,4,5-thiatriazine
  参考文献：
  名称：

  珀金通讯。酰亚胺三唑1,3-偶极与氰基二硫代甲酸酯甲酯的环加成反应生成的8π1,3,4,5-噻嗪

  摘要：

  描述了生成2,4,6-三取代的1,3,4,5-噻嗪的高产途径以及环系统的X射线晶体结构

  DOI：

  10.1039/p19890000371
• 作为产物：
  描述：

  Benzil-β-bis-(4-brom-phenylhydrazon) 在 lead dioxide 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以88%的产率得到1,2-bis(p-bromophenylazo)stilbene
  参考文献：
  名称：

  One-Pot Synthesis of Fluorescent 2,5-Dihydro-1,2,3-triazine Derivatives from a Cascade Rearrangement Sequence in the Reactions of 1,2,3-Triazolium-1-aminide 1,3-Dipoles with Propiolate Esters

  摘要：

  The reactions of 1,2,3-triazolium-1-aminides 1 ( readily available from benzil bishydrazones) with propiolate esters leads to fluorescent 2,5-dihydro-1,2,3-triazine derivatives 2, 3 in one pot. These synthetic reactions can be carried out in acetone, in water, or under solvent-free conditions. The reactions involve a Huisgen cycloaddition followed by a sequence of rearrangements. The final ring-expansion step was blocked by linking a six-methylene hydrocarbon chain between the prospective 1,2,3-triazine C-4 and C-6 atoms, using substrate 8 which gave the fused tricyclic azapropellane product 9 exclusively. X-ray crystal structures were determined for two 2,5-dihydro-1,2,3-triazine derivatives and for compound 9. The UV absorption of the 1,2,3-triazine derivatives showed a dual absorption at ca. 310 and ca. 390 nm with fluorescent emission at ca. 480 and 528 nm ( for excitation at 317 nm). The significant Stokes shift of ca. 200 nm shows the potential for biological fluorescent labeling experiments.

  DOI：

  10.1021/jo060752x

文献信息

• [1,2,3]Triazolo[4,5-d][1,3,2]thiazaphospholes: a new fused NPS ring system from a cycloaddition–rearrangement sequence with Lawesson’s reagent, a super dipolarophile
  作者：Richard N. Butler、Elaine C. McKenna

  DOI：10.1039/a706306g

  日期：——

  A new fused NPS ring system has been obtained from the reaction of substituted 1,2,3-triazolium-1-imide 1,3-dipoles with Lawesson’s reagent

  取代的 1,2,3-三唑-1-亚胺 1,3-二极体与 Lawesson 试剂反应生成了一种新的融合 NPS 环系统
• New reactive fluorophores in the 1,2,3-triazine series
  作者：Richard N. Butler、Aoife M. Fahy、Anthony Fox、John C. Stephens、P. McArdle、D. Cunningham、Alan G. Ryder

  DOI：10.1016/j.tetlet.2006.01.052

  日期：2006.3

  A one-pot synthesis of new fluorescent 2,5-dihydro-1,2,3-triazines with reactive functional groups and a large Stokes shift of 200 nm is described.

  一锅合成的新型荧光2,5-二氢-1,2,3-三嗪具有反应性官能团和200nm的大斯托克斯位移的描述。
• Butler, Richard N.; O'Shea, Donal F., Journal of the Chemical Society. Perkin transactions I, 1994, # 19, p. 2797 - 2800
  作者：Butler, Richard N.、O'Shea, Donal F.

  DOI：——

  日期：——
• Butler, Richard N.; Evans, Ann M.; Gillan, Ann M., Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2537 - 2544
  作者：Butler, Richard N.、Evans, Ann M.、Gillan, Ann M.、James, John P.、McNeela, Eithne M.、et al.

  DOI：——

  日期：——
• Butler, Richard N.; Colleran, David M., Journal of the Chemical Society. Perkin transactions I, 1992, # 17, p. 2159 - 2162
  作者：Butler, Richard N.、Colleran, David M.

  DOI：——

  日期：——