2-chloro-6-hydroxy-5,5-dimethyl1,4,5,6-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-chloro-6-hydroxy-5,5-dimethyl1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitrile
• 英文别名: 2-chloro-6-hydroxy-5,5-dimethyl-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitrile；2-chloro-6-hydroxy-5,5-dimethyl-5,6-dihydro-3,4,4(1H)-pyridinetricarbonitrile；2-chloro-6-hydroxy-5,5-dimethyl-5,6-dihydropyridine-3,4,4(1H)-tricarbonitrile；6-chloro-2-hydroxy-3,3-dimethyl-1,2-dihydropyridine-4,4,5-tricarbonitrile
• 化学式: C₁₀H₉ClN₄O
• 分子量: 236.661
• InChiKey: IPAASXAFGNZUBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-chloro-6-hydroxy-5,5-dimethyl1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitrile 在 硝酸 作用下， 反应 25.25h， 以65%的产率得到5-chloro-11,11-dimethyl-3,7,9-triazatricyclo-[6.2.1.0^1,5]undecane-2,4,6,10-tetraone
  参考文献：
  名称：

  Synthesis of 11,11-dialkyl-5-chloro-3,7,9-triazatricyclo-[6.2.1.01,5]undecane-2,4,6,10-tetraones

  摘要：

  DOI：

  10.1134/s1070428015120325
• 作为产物：
  描述：

  四氰基乙烯 、 异丁醛 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以65%的产率得到2-chloro-6-hydroxy-5,5-dimethyl1,4,5,6-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 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
• Reaction of 2-chloro-6-hydroxy-5,5-dimethyl-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles with methanol
  作者：A. V. Eremkin、O. V. Ershov、S. N. Mol’kov、Ya. S. Kayukov、O. E. Nasakin、V. A. Tafeenko

  DOI：10.1134/s1070428007060279

  日期：2007.6
• Reaction of 5,5-dialkyl-2-halo-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles with Morpholine
  作者：A. V. Eremkin、O. V. Ershov、K. V. Lipin、Ya. S. Kayukov、O. E. Nasakin、V. A. Tafeenko

  DOI：10.1134/s1070428009100212

  日期：2009.10

  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.
• 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
  作者：Aleksei V. Eremkin、Sergei N. Molkov、Oleg V. Ershov、Yakov S. Kayukov、Oleg E. Nasakin、Viktor A. Tafeenko、Evgeniya V. Nurieva

  DOI：10.1070/mc2006v016n02abeh002206

  日期：2006.1

  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.
• Synthesis of 11,11-dialkyl-5-chloro-3,7,9-triazatricyclo-[6.2.1.01,5]undecane-2,4,6,10-tetraones
  作者：A. V. Eremkin、O. V. Ershov、V. V. Davydova、O. E. Nasakin

  DOI：10.1134/s1070428015120325

  日期：2015.12