2-Imidazolidin-2-ylidene-1-pyridin-3-yl-ethanone | 82100-28-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Imidazolidin-2-ylidene-1-pyridin-3-yl-ethanone
• 英文别名: 2-(Imidazolidin-2-ylidene)-1-(pyridin-3-yl)ethanone；2-imidazolidin-2-ylidene-1-pyridin-3-ylethanone
• CAS: 82100-28-5
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: ZFPNMAYJGUCGAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-phenyl-3-cyano-4-methylsulfanyl-2H-pyran-2-one 、 2-Imidazolidin-2-ylidene-1-pyridin-3-yl-ethanone 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以43%的产率得到11-oxo-4-phenyl-1,2,3,11-tetrahydro-1,3a,9-triaza-cyclopenta[a]anthracene-6-carbonitrile
  参考文献：
  名称：

  Synthesis of annelated [a]aza-anthracenones and thieno[3,2-g]aza-naphthalenones through ring transformation of 2H-pyran-2-one followed by photocyclization

  摘要：

  A concise synthesis of some new classes of heterocycles (4-aryl-11-oxo-1,2,3,11-tetrahydro-1,3a-diaza-cyclopenta[a]anthracen-6-carbonitriles and 5-aryl-12-oxo-1,3,4,12-tetrahydro-2H-1,4a-diazabenzo[a]anthracene-7-carbonitriles) has been developed by the ring transformation of suitably functionalized 2H-pyran-2-one with alpha-oxoketene cyclic animals to intermediates (8-aroyl-5-aryl-2,3-dihydro-1H-imidazo[1,2-a]pyridine-7-ylidene)-acetonitriles and (9-aroyl-6-aryl-1,2,3,4-tetrahydropyrido[1,2-a]pyrimidin-8-ylidene)-acetonitriles followed by their photocyclization either in CHCl3 or acetonitrile. This reaction was further explored for the synthesis of methyl 4-aryl-11-oxo-1,2,3,11-tetrahydro-1,3a,9-triaza-cyclopenta[a]anthracene-6-carboxylate, 4-aryl-11-oxo-1,2,3,11-tetrahydro-1,3a,9-triaza-cyclopenta[a]anthracene-6-carbonitriles, 5-aryl-12-oxo-1,3,4,12-tetrahydro-2H-1,4a,10-triazabenzo[a]anthracene-7-carbonitriles, 4-aryl-10-oxo-1,2,3,10-tetrahydro-9-thia-1,3a-diazadicyclopenta[a,g]naphthalene-6-carbonitriles and 5-aryl-11-oxo-1,3,4,11-tetrahydro-2H-10-thia-1,4-adiazacyclopenta[b]phenanthrene-7-carbonitriles from the similar reactions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.012
• 作为产物：
  描述：

  3-(2-溴乙酰基)吡啶 在 三苯基膦 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-Imidazolidin-2-ylidene-1-pyridin-3-yl-ethanone
  参考文献：
  名称：

  Nair, M. D.; Desai, J. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 1, p. 4 - 7

  摘要：

  DOI：

文献信息

• Substrate-Tuned Domino Annulation for Selective Synthesis of Poly-substituted Benzo[<i>f</i>]imidazo[2,1-<i>a</i>][2,7]naphthyridines and 3-Azaheterocyclic Substituted 2-Arylquinolines
  作者：Zhimin Ying、Jie Cen、Feng Luo、You Wu、Shuangrong Liu、Wenteng Chen、Jiaan Shao、Yongping Yu

  DOI：10.1021/acs.joc.1c00112

  日期：2021.3.19

  developed for the selective synthesis of poly-substituted benzo[f]imidazo[2,1-a][2,7]naphthyridines and 3-azaheterocyclic substituted 2-arylquinolines. These reactions proceed well under mild conditions without any additives. Plausible mechanisms for such a polycyclic ring system assembly were also proposed. Moreover, benzo[f]imidazo[2,1-a][2,7]naphthyridine 3g displayed a fluorescence effect, demonstrating

  杂环烯酮缩醛（HKA）和2-氨基查尔酮的多米诺环化/氧化已开发用于选择性合成多取代的苯并[ f ]咪唑并[ 2,1- a ] [2,7]萘啶和3-氮杂环杂环取代基2-芳基喹啉。这些反应在温和条件下进行得很好，没有任何添加剂。还提出了这种多环系统组装的合理机制。此外，苯并[ f ]咪唑并[2,1- a ] [2,7]萘啶3g显示出荧光效应，证明了在有机光学材料中的潜在应用。
• NAIR, M. D.;DESAI, J. A., INDIAN J. CHEM., 1982, 21, N 1, 4-7
  作者：NAIR, M. D.、DESAI, J. A.

  DOI：——

  日期：——
• Nair, M. D.; Desai, J. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 1, p. 4 - 7
  作者：Nair, M. D.、Desai, J. A.

  DOI：——

  日期：——
• Synthesis of annelated [a]aza-anthracenones and thieno[3,2-g]aza-naphthalenones through ring transformation of 2H-pyran-2-one followed by photocyclization
  作者：Ashoke Sharon、Ramendra Pratap、Prakas R. Maulik、Vishnu Ji Ram

  DOI：10.1016/j.tet.2005.02.012

  日期：2005.4

  A concise synthesis of some new classes of heterocycles (4-aryl-11-oxo-1,2,3,11-tetrahydro-1,3a-diaza-cyclopenta[a]anthracen-6-carbonitriles and 5-aryl-12-oxo-1,3,4,12-tetrahydro-2H-1,4a-diazabenzo[a]anthracene-7-carbonitriles) has been developed by the ring transformation of suitably functionalized 2H-pyran-2-one with alpha-oxoketene cyclic animals to intermediates (8-aroyl-5-aryl-2,3-dihydro-1H-imidazo[1,2-a]pyridine-7-ylidene)-acetonitriles and (9-aroyl-6-aryl-1,2,3,4-tetrahydropyrido[1,2-a]pyrimidin-8-ylidene)-acetonitriles followed by their photocyclization either in CHCl3 or acetonitrile. This reaction was further explored for the synthesis of methyl 4-aryl-11-oxo-1,2,3,11-tetrahydro-1,3a,9-triaza-cyclopenta[a]anthracene-6-carboxylate, 4-aryl-11-oxo-1,2,3,11-tetrahydro-1,3a,9-triaza-cyclopenta[a]anthracene-6-carbonitriles, 5-aryl-12-oxo-1,3,4,12-tetrahydro-2H-1,4a,10-triazabenzo[a]anthracene-7-carbonitriles, 4-aryl-10-oxo-1,2,3,10-tetrahydro-9-thia-1,3a-diazadicyclopenta[a,g]naphthalene-6-carbonitriles and 5-aryl-11-oxo-1,3,4,11-tetrahydro-2H-10-thia-1,4-adiazacyclopenta[b]phenanthrene-7-carbonitriles from the similar reactions. (c) 2005 Elsevier Ltd. All rights reserved.