1,1'-diethyl-3,3'-dithiophen-3-yl-1,2,1',2'-tetrahydro[2,2']bipyrazinyl-5,6,5',6'-tetracarbonitrile | 1192308-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 1,1'-diethyl-3,3'-dithiophen-3-yl-1,2,1',2'-tetrahydro[2,2']bipyrazinyl-5,6,5',6'-tetracarbonitrile
• 英文别名: (2S)-2-[(2R)-5,6-dicyano-1-ethyl-3-thiophen-3-yl-2H-pyrazin-2-yl]-1-ethyl-3-thiophen-3-yl-2H-pyrazine-5,6-dicarbonitrile
• CAS: 1192308-38-5
• 化学式: C₂₄H₁₈N₈S₂
• 分子量: 482.593
• InChiKey: UUKKIRKCLXYGIA-PSWAGMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  183
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2,3-dicyano-5-(3-thienyl)-1-ethylpyrazinium tetrafluoroborate 在 9-allyl-m-carborane 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 0.58h， 以41%的产率得到1,1'-diethyl-3,3'-dithiophen-3-yl-1,2,1',2'-tetrahydro[2,2']bipyrazinyl-5,6,5',6'-tetracarbonitrile
  参考文献：
  名称：

  A new approach to incorporate the carboranyl fragment into 2,5-diazabicyclo[2.2.2]oct-2-enes

  摘要：

  5-(Het)aryl-2,3-dicyano-1-ethylpyrazinium salts have been established to react with 9-allyl-ortho- and 9-allyl-meta-carboranes in the presence of sodium iodide into carboranylmethyl derivatives of 2,5-diazabicyclo[2.2.2]oct-2-ene.

  DOI：

  10.1016/j.mencom.2009.09.002

文献信息

• Reactions of Radicals Generated from 1-Ethyl-1,4-diazinium-salts: Addition to the C-C Triple Bond versus Dimerization
  作者：Gennadiy L. Rusinov、Egor V. Verbitskiy、Pavel A. Slepukhin、Olga N. Zabelina、Mikhail I. Kodess、Marina A. Ezhikova、Valeriy N. Charushin、Oleg N. Chupakhin

  DOI：10.3987/com-09-11734

  日期：——

  Radical species generated from 5-aryl-substituted 1-ethyl-2,3-dicyano-1,4-diazinium salts by action of sodium iodide undergo dimerization into [2,2']bipyrazinyl derivatives, as evidenced by NMR and X-ray crystallography data. The pyrazinyl radicals can also be involved into the addition reaction on the C-C triple bond, thus demonstrating a new synthetic route to modify the structure of pyrazines. The structures of E- and Z-isomers of 1-(1',2'-dihydropyrazinyl-2')-2-iodoethenes have been proved by H-1 and C-13 NMR spectroscopy and X-ray analysis.