7,7-dimethyl-5-oxo-4-phenyl-3-cyano-2-(cyclohexen-1-yl)thio-1,4,5,6,7,8-hexahydroquinoline | 132351-33-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7,7-dimethyl-5-oxo-4-phenyl-3-cyano-2-(cyclohexen-1-yl)thio-1,4,5,6,7,8-hexahydroquinoline
• 英文别名: 7,7-dimethyl-5-oxo-4-phenyl-3-cyano-2-(2-cyclohexen-1-ylthio)-1,4,5,6,7,8-hexahydroquinoline；2-(Cyclohex-2-en-1-ylsulfanyl)-5-hydroxy-7,7-dimethyl-4-phenyl-4,6,7,8-tetrahydroquinoline-3-carbonitrile；2-cyclohex-2-en-1-ylsulfanyl-7,7-dimethyl-5-oxo-4-phenyl-1,4,6,8-tetrahydroquinoline-3-carbonitrile
• CAS: 132351-33-8
• 化学式: C₂₄H₂₆N₂OS
• 分子量: 390.549
• InChiKey: XRCIRNSHKKYZJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7,7-dimethyl-5-oxo-4-phenyl-3-cyano-2-(cyclohexen-1-yl)thio-1,4,5,6,7,8-hexahydroquinoline 生成 3-cyclohex-2-en-1-yl-7,7-dimethyl-5-oxo-4-phenyl-2-sulfanylidene-1,4,6,8-tetrahydroquinoline-3-carbonitrile
  参考文献：
  名称：

  SHESTOPALOV, A. M.;GONCHARENKO, M. P.;LITVINOV, V. P.;SHARANIN, YU. A., DOKL. AN CCCP, 314,(1990) N, S. 1427-1431

  摘要：

  DOI：
• 作为产物：
  描述：

  morpholinium 3-cyano-7,7-dimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-2-thiolate 、 3-溴环己烯 以 乙醇 为溶剂， 反应 7.0h， 以28%的产率得到7,7-dimethyl-5-oxo-4-phenyl-3-cyano-2-(cyclohexen-1-yl)thio-1,4,5,6,7,8-hexahydroquinoline
  参考文献：
  名称：

  Shestopalov, A. M.; Goncharenko, M. P.; Litvinov, V. P., Doklady Chemistry, 1990, vol. 314, # 4,6, p. 307 - 310

  摘要：

  DOI：

文献信息

• Synthesis and regioselectivity of the [3,3]-sigmatropic rearrangement of substituted 2-allylthio- and 2-allylseleno-1,4-dihydropyridines
  作者：V. P. Litvinov、Yu. A. Sharanin、M. P. Goncharenko、V. D. Dyachenko、A. M. Shestopalov

  DOI：10.1007/bf01172273

  日期：1991.8

  The reaction of 3-cyano-1,4-dihydropyridine-2-thiolates and the corresponding selenolates with allyl bromide gave 2-allylthio- and 2-allylseleno-3-cyano-1,4-dihydropyridines, which, upon heating in various solvents or in the solid state, undergo [3,3]-sigmatropic rearrangement to give 3-cyano-3-allyl-1,2,3,4-tetrahydropyridine-2-thiones and the corresponding selenones. The resultant pyridinethiones are alkylated by alkyl halides at the sulfur atom and are oxidized by iodine to give disulfides.