2,3-dicyano-5,7-dimethyl-1,4,5,7-tetrahydro-6H-1,4-diazepine | 146273-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮卓类
• 英文名称: 2,3-dicyano-5,7-dimethyl-1,4,5,7-tetrahydro-6H-1,4-diazepine
• 英文别名: 2,3-dicyano-4,5,6,7-tetrahydro-5,7-dimethyl-1H-1,4-diazepine；1H-1,4-Diazepine-2,3-dicarbonitrile, 4,5,6,7-tetrahydro-5,7-dimethyl-；5,7-dimethyl-4,5,6,7-tetrahydro-1H-1,4-diazepine-2,3-dicarbonitrile
• CAS: 146273-54-3
• 化学式: C₉H₁₂N₄
• 分子量: 176.221
• InChiKey: XXRGXUTXKBOEOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  71.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-dicyano-5,7-dimethyl-1,4,5,7-tetrahydro-6H-1,4-diazepine 在 sodium hydride 、 magnesium di-n-butanolate 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 18.5h， 生成 20,21,23,24-Tetramethyl-4,5,9,10,14,15-hexapropyl-2,7,12,17,20,24,26,27,28,29-decazahexacyclo[16.7.1.13,6.18,11.113,16.019,25]nonacosa-1(25),2,4,6,8(28),9,11,13(27),14,16,18-undecaene
  参考文献：
  名称：

  Synthesis and Reactions of Aminoporphyrazines with Annulated Five- and Seven-Membered Rings

  摘要：

  The novel five- and seven-membered ring appended aminoporphyrazines 3 and 12 have been prepared via mixed Linstead macrocyclization. The structures of both have been unequivocally established by X-ray crystallographic studies. Reductive deselenation of selenadiazole 3 in the presence of 9,10-phenanthrenequinone or 2,3-butanedione results in the formation of pyrazines 6a,b, whereas oxidation of porphyrazine 12 gave the corresponding seco derivative 14. seco-Porphyrazine 14 mediates the generation of singlet oxygen with a quantum yield of 0.74.

  DOI：

  10.1021/jo026484u
• 作为产物：
  描述：

  5,7-dimethyl-6H-1,4-diazepine-2,3-dicarbonitrile 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以60%的产率得到2,3-dicyano-5,7-dimethyl-1,4,5,7-tetrahydro-6H-1,4-diazepine
  参考文献：
  名称：

  Prabahar, K Joseph; Shanmugasundaram, P; Ramakrishnan, V T, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 9, p. 563 - 565

  摘要：

  DOI：

文献信息

• Prabahar, K Joseph; Shanmugasundaram, P; Ramakrishnan, V T, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 9, p. 563 - 565
  作者：Prabahar, K Joseph、Shanmugasundaram, P、Ramakrishnan, V T

  DOI：——

  日期：——
• Synthesis and Reactions of Aminoporphyrazines with Annulated Five- and Seven-Membered Rings
  作者：Sven M. Baum、Andrés A. Trabanco、Antonio Garrido Montalban、Aaron S. Micallef、Chang Zhong、Hubert G. Meunier、Klaus Suhling、David Phillips、Andrew J. P. White、David J. Williams、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1021/jo026484u

  日期：2003.3.1

  The novel five- and seven-membered ring appended aminoporphyrazines 3 and 12 have been prepared via mixed Linstead macrocyclization. The structures of both have been unequivocally established by X-ray crystallographic studies. Reductive deselenation of selenadiazole 3 in the presence of 9,10-phenanthrenequinone or 2,3-butanedione results in the formation of pyrazines 6a,b, whereas oxidation of porphyrazine 12 gave the corresponding seco derivative 14. seco-Porphyrazine 14 mediates the generation of singlet oxygen with a quantum yield of 0.74.