2-bromo-5,5-diethyl-6-hydroxy-1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitrile

• 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: 2-bromo-5,5-diethyl-6-hydroxy-1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitrile
• 英文别名: 2-bromo-5,5-diethyl-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitrile；2-bromo-5,5-diethyl-6-hydroxy-5,6-dihydro-3,4,4(1H)-pyridinetricarbonitrile；2-bromo-5,5-diethyl-6-hydroxy-5,6-dihydropyridine-3,4,4(1H)-tricarbonitrile；6-bromo-3,3-diethyl-2-hydroxy-1,2-dihydropyridine-4,4,5-tricarbonitrile
• 化学式: C₁₂H₁₃BrN₄O
• 分子量: 309.165
• InChiKey: XEVCKRIILARIFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromo-5,5-diethyl-6-hydroxy-1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitrile 在 吗啉 作用下， 以 甲醇 为溶剂， 以96%的产率得到3-bromo-8,8-diethyl-6-oxo-2,7-diazabicyclo[3.2.1]oct-3-ene-4,5-dicarbonitrile
  参考文献：
  名称：

  Reaction of 5,5-dialkyl-2-halo-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles with Morpholine

  摘要：

  5,5-Dialkyl-2-halo-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles reacted with morpholine in aprotic solvent to give the corresponding 3,3-dialkyl-4,5-dicyano-6-halo-2-morpholino-1,2,3,4-tetrahydropyridine-4-carboxamides, while analogous reaction in amphiprotic solvent resulted in the formation of 8,8-dialkyl-3-halo-6-oxo-2,7-diazabicyclo[3.2.1]oct-3-ene-4,5-dicarbonitriles.

  DOI：

  10.1134/s1070428009100212
• 作为产物：
  描述：

  2-乙基丁醛 、 四氰基乙烯 在 氢溴酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以55%的产率得到2-bromo-5,5-diethyl-6-hydroxy-1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitrile
  参考文献：
  名称：

  Synthesis of 2-halo-6-hydroxy-5,5-dimethyl(ethyl)-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles by the reaction of tetracyanoethylene with aldehydes

  摘要：

  The reaction of tetracyanoethylene and isobutyraldehyde or 2-ethylbutanal in an excess of a hydrohalogen acid yields 2-halo-6-hydroxy-5,5-dimethyl(ethyl)-5,6-dihydro-3,4,4(1H)-pyridinetricarbonitriles, the crystal and molecular structures of which were characterised by IR, NMR, MS and X-ray analysis.

  DOI：

  10.1070/mc2006v016n02abeh002206

文献信息

• Reaction of 5,5-dialkyl-2-halo-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles with aldehyde oximes
  作者：K. V. Lipin、A. V. Eremkin、O. V. Ershov、Ya. S. Kayukov、O. E. Nasakin

  DOI：10.1134/s1070428008090315

  日期：2008.9
• Reaction of 5,5-dialkyl-2-halo-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles with alcohols
  作者：A. V. Eremkin、K. V. Lipin、O. V. Ershov、Ya. S. Kayukov、O. E. Nasakin、V. A. Tafeenko

  DOI：10.1134/s107042800909022x

  日期：2009.9