dimethyl 6-dimethylamino<2.2.3>cyclazine-1,2-dicarboxylate | 219720-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: dimethyl 6-dimethylamino<2.2.3>cyclazine-1,2-dicarboxylate
• 英文别名: Dimethyl 9-(dimethylamino)-11-azatricyclo[5.3.1.04,11]undeca-1,3,5,7,9-pentaene-2,3-dicarboxylate
• CAS: 219720-85-1
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 300.314
• InChiKey: CEWWAJQUCIDCJL-UHFFFAOYSA-N

物化性质

• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 6-dimethylamino<2.2.3>cyclazine-1,2-dicarboxylate 在 一水合肼 作用下， 以90%的产率得到6-dimethylaminopyridazino<4,5-a><2.2.3>cyclazine-1,4(2H,3H)-dione
  参考文献：
  名称：

  Synthesis of a Luminescent Compound: 8-Dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones

  摘要：

  Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.

  DOI：

  10.3987/com-98-8249
• 作为产物：
  描述：

  ethyl 7-dimethylamino-2-methylthioindolizine-3-carboxylate 在 palladium on activated charcoal 、 镍 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 11.5h， 生成 dimethyl 6-dimethylamino<2.2.3>cyclazine-1,2-dicarboxylate
  参考文献：
  名称：

  Synthesis of a Luminescent Compound: 8-Dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones

  摘要：

  Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.

  DOI：

  10.3987/com-98-8249

文献信息

• Synthesis of a Luminescent Compound: 8-Dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones
  作者：Yoshinori Tominaga、Kaori Komiya、Seigo Kataoka、Yasuhiro Shigemitsu、Takashi Hirota、Kenji Sasaki

  DOI：10.3987/com-98-8249

  日期：——

  Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.