(E)-2-[3,3-pentamethylene-3,4-dihydroisoquinoline-1(2H)-ylidene]acetonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (E)-2-[3,3-pentamethylene-3,4-dihydroisoquinoline-1(2H)-ylidene]acetonitrile
• 英文别名: (2E)-2-spiro[2,4-dihydroisoquinoline-3,1'-cyclohexane]-1-ylideneacetonitrile
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: LQXXLGUTBWAQHZ-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-[3,3-pentamethylene-3,4-dihydroisoquinoline-1(2H)-ylidene]acetonitrile 、 硫代异氰酸苯酯 以 苯 为溶剂， 反应 0.17h， 以67%的产率得到(Z)-2-cyano-2-[3,3-pentamethylene-3,4-dihydroisoquinolin-1(2H)-ylidene]-N-phenylethanethioamide
  参考文献：
  名称：

  Thiocarbamoylation of 1,2,3,4-tetrahydroisoquinoline enamines with phenyl isothiocyanate

  摘要：

  Reactions of 1,3,3-trimethyl-3,4-dihydroisoquinoline and its benzo[f] derivative with phenyl isothiocyanate gave the corresponding enamino thioamides. Enamino ester, enamino amides, and enamino nitriles of the 1,2,3,4-tetrahydroisoquinoline series reacted with phenyl isothiocyanate in a similar way. The resulting enamino thioamides underwent acylation with acid chlorides at the beta-carbon atom of the enamino fragment. The structure of the obtained enamino thioamides is stabilized by intramolecular H-bonding.

  DOI：

  10.1134/s1070428014090127
• 作为产物：
  描述：

  potassium cyanide 、 1-Chloromethyl-3-spiro-cyclohexyl-3,4-dihydro-isoquinoline 以 水 、 异丙醇 为溶剂， 反应 1.0h， 以77%的产率得到(E)-2-[3,3-pentamethylene-3,4-dihydroisoquinoline-1(2H)-ylidene]acetonitrile
  参考文献：
  名称：

  Thiocarbamoylation of 1,2,3,4-tetrahydroisoquinoline enamines with phenyl isothiocyanate

  摘要：

  Reactions of 1,3,3-trimethyl-3,4-dihydroisoquinoline and its benzo[f] derivative with phenyl isothiocyanate gave the corresponding enamino thioamides. Enamino ester, enamino amides, and enamino nitriles of the 1,2,3,4-tetrahydroisoquinoline series reacted with phenyl isothiocyanate in a similar way. The resulting enamino thioamides underwent acylation with acid chlorides at the beta-carbon atom of the enamino fragment. The structure of the obtained enamino thioamides is stabilized by intramolecular H-bonding.

  DOI：

  10.1134/s1070428014090127