1,4-dihydro-2,6-dimethyl-3,5-bis<(phenylamino)carbonyl>pyridine | 55275-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-dihydro-2,6-dimethyl-3,5-bis<(phenylamino)carbonyl>pyridine
• 英文别名: 2,6-dimethyl-3-N,5-N-diphenyl-1,4-dihydropyridine-3,5-dicarboxamide
• CAS: 55275-91-7
• 化学式: C₂₁H₂₁N₃O₂
• 分子量: 347.417
• InChiKey: MRASPEBOHUAACE-UHFFFAOYSA-N

物化性质

• 沸点：
  614.6±55.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-dihydro-2,6-dimethyl-3,5-bis<(phenylamino)carbonyl>pyridine 在 苯并呋咱 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 2.0h， 以72%的产率得到2,6-dimethyl-3,5-bis<(phenylamino)carbonyl>pyridine
  参考文献：
  名称：

  Dehydrogenations Using Benzofuroxan as Oxidant

  摘要：

  2-Arylsubstituted benzimidazoles, quinoxalines, in 3,5-position substituted 2,6-dimethylpyridines, and 1,4-bis(alkylamino)-9,10-anthracenediones are easily prepared under mild conditions by means of benzofuroxan as oxidant. Thus, the preparation of 2-arylbenzimidazoles succeeds in acetonitrile at 50-degrees-C in yields of 65 to 78 %.

  DOI：

  10.1080/00397919208021304
• 作为产物：
  描述：

  乌洛托品 、 N-乙酰乙酰苯胺 在 ammonium acetate 作用下， 以 水 为溶剂， 反应 0.17h， 以83%的产率得到1,4-dihydro-2,6-dimethyl-3,5-bis<(phenylamino)carbonyl>pyridine
  参考文献：
  名称：

  Reductions with NADH models. 3. The high reactivity of Hantzsch amides

  摘要：

  Aromatic ketones and aldehydes are rapidly reduced to alcohols by various 1,4-dihydropyridines, several of which can be considered to be a model of the coenzyme NADH. The reducing agents bear amide groups and are closely related to Hantzsch esters. They exhibit the highest reactivity among NADH models so far described. In some cases, the rate and completeness of reduction by Hantzsch amides compare favorably with those of reduction by the usually employed metal hydrides.

  DOI：

  10.1021/jo00032a035

文献信息

• Reductions with NADH models. 3. The high reactivity of Hantzsch amides
  作者：Georges Gelbard、Jian Lin、Nathalie Roques

  DOI：10.1021/jo00032a035

  日期：1992.3

  Aromatic ketones and aldehydes are rapidly reduced to alcohols by various 1,4-dihydropyridines, several of which can be considered to be a model of the coenzyme NADH. The reducing agents bear amide groups and are closely related to Hantzsch esters. They exhibit the highest reactivity among NADH models so far described. In some cases, the rate and completeness of reduction by Hantzsch amides compare favorably with those of reduction by the usually employed metal hydrides.
• Dehydrogenations Using Benzofuroxan as Oxidant
  作者：F. Pätzold、F. Zeuner、Th. Heyer、H.-J. Nielas

  DOI：10.1080/00397919208021304

  日期：1992.1

  2-Arylsubstituted benzimidazoles, quinoxalines, in 3,5-position substituted 2,6-dimethylpyridines, and 1,4-bis(alkylamino)-9,10-anthracenediones are easily prepared under mild conditions by means of benzofuroxan as oxidant. Thus, the preparation of 2-arylbenzimidazoles succeeds in acetonitrile at 50-degrees-C in yields of 65 to 78 %.