7-(4-tolyl)-1,6-diazabicyclo[4.1.0]heptane | 1144526-74-8

• 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: 7-(4-tolyl)-1,6-diazabicyclo[4.1.0]heptane
• 英文别名: 7-(4-methylphenyl)-1,6-diazabicyclo[4.1.0]heptane
• CAS: 1144526-74-8
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: WKPIQKRUZZIZOW-UHFFFAOYSA-N

物化性质

• 沸点：
  286.7±50.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-(4-tolyl)-1,6-diazabicyclo[4.1.0]heptane 以 对二甲苯 为溶剂， 反应 1.0h， 以55%的产率得到6,13-bis(4-methylphenyl)octahydrodipyridazino[1,2-a:1',2'-d]-1,2,4,5-tetrazine
  参考文献：
  名称：

  Thermal transformations of 7-aryl-1,6-diazabicyclo[4.10]heptanes and 6,13-diarylperhydrodipyridazino-[1,2-a: 1′,2′-d]-1,2,4,5-tetrazines

  摘要：

  The thermolysis of 7-aryl-1,6-diazabicyclo[4.1.0]heptanes in the absence of 1,3-dipolarophiles leads to dimers of the initially formed azomethineimines, namely, 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'd]-1,2,4,5-tetrazines The thermolysis of such diaziridines in the presence of N-arylmaleimides leads predominantly to the trans cycloaddition adducts. The trans adducts are the only products of the thermolysis in the presence of 2,6-disubstituted N-phenylmaleimides. The cis adducts predominated in the thermolysis of 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'-d]-1,2,4,5-tetrazines in the presence of N-arylmaleimides without substituents in the ortho position of the benzene ring.

  DOI：

  10.1007/s10593-008-0120-7
• 作为产物：
  描述：

  对甲基苯甲醛 、 四亚甲基二胺 在 次氯酸叔丁酯 作用下， 以 甲醇 为溶剂， 反应 25.0h， 以82%的产率得到7-(4-tolyl)-1,6-diazabicyclo[4.1.0]heptane
  参考文献：
  名称：

  Thermal transformations of 7-aryl-1,6-diazabicyclo[4.10]heptanes and 6,13-diarylperhydrodipyridazino-[1,2-a: 1′,2′-d]-1,2,4,5-tetrazines

  摘要：

  The thermolysis of 7-aryl-1,6-diazabicyclo[4.1.0]heptanes in the absence of 1,3-dipolarophiles leads to dimers of the initially formed azomethineimines, namely, 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'd]-1,2,4,5-tetrazines The thermolysis of such diaziridines in the presence of N-arylmaleimides leads predominantly to the trans cycloaddition adducts. The trans adducts are the only products of the thermolysis in the presence of 2,6-disubstituted N-phenylmaleimides. The cis adducts predominated in the thermolysis of 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'-d]-1,2,4,5-tetrazines in the presence of N-arylmaleimides without substituents in the ortho position of the benzene ring.

  DOI：

  10.1007/s10593-008-0120-7

文献信息

• Insertion of carbon disulfide and the nitrile group into the diaziridine ring of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in ionic liquids catalyzed by BF3 · Et2O
  作者：Yu. S. Syroeshkina、V. V. Kuznetsov、K. A. Lyssenko、N. N. Makhova

  DOI：10.1007/s11172-010-0018-2

  日期：2009.2

  simple one-pot methods for the synthesis of 3-aryldihydro-5 H-pyrazolo[1,2- c][1,3,4]thiadiazole-1-thiones and 1-aryl-6,7-dihydro-1 H,5H-pyrazolo-[1,2-a][1,2,4]triazoles in high yields. Dipolar intermediates of new reactions, which are direct precursors of the final products, were detected by NMR methods. One of the intermediates was isolated and characterized. The reaction of 6-aryl-1,5-diazabicyclo[3

  本研究揭示了导致二氮杂环扩张的两个新反应，即 CS2 分子和活化腈的 CN 基团插入 6-芳基-1,5-二氮杂双环的二氮丙啶片段的 CN 键。 [3.1.0]己烷。这些反应只能在有BF3·Et2O作为催化剂的离子液体中进行。基于这些反应，我们开发了简单的一锅法合成 3-芳基二氢-5 H-吡唑并[1,2-c][1,3,4]噻二唑-1-硫酮和1-芳基-6， 7-二氢-1 H,5H-吡唑并-[1,2-a][1,2,4]三唑，收率高。新反应的偶极中间体是最终产物的直接前体，通过核磁共振方法检测。其中一种中间体被分离和表征。6-芳基-1,5-二氮杂双环[3.1.