1-ethyl-3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline | 1622236-42-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-ethyl-3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline
• 英文别名: 1-Ethyl-3-methyl-6,7-dihydro-1h-indeno-[6,7,1-def]cinnoline；5-ethyl-7-methyl-5,6-diazatetracyclo[6.5.2.04,15.011,14]pentadeca-1,3,6,8(15),9,11(14)-hexaene
• CAS: 1622236-42-3
• 化学式: C₁₆H₁₆N₂
• 分子量: 236.316
• InChiKey: FZVDEIANVNWKNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-ethyl-3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline 在 copper(II) nitrate trihydrate 、 硝酸 、 乙酸酐 作用下， 以 硝基甲烷 、 水 为溶剂， 反应 6.5h， 生成
  参考文献：
  名称：

  Nitration of 3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline and its N-substituted derivatives

  摘要：

  The nitration of 3-methylaceperidazine (3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline) and its N-substituted derivatives with nitric acid of different concentrations requires harsh conditions and is accompanied by dehydrogenation and dimerization of the initial compound.

  DOI：

  10.1134/s1070428017070193
• 作为产物：
  描述：

  乙基肼 、 5-acetyl-6-hydroxyacenaphthene 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以20%的产率得到1-ethyl-3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline
  参考文献：
  名称：

  Protonation, deuteration, and formylation of aceperidazylenes

  摘要：

  1H-1,2-Diazaphenalene derivatives in which the pyridazine ring is ortho- and peri-fused to acenaphthene and acenaphthylene (1H-indeno[6,7,1-def]cinnolines) have been synthesized. It has been found that electrophilic attack on these compounds is directed at C-6.

  DOI：

  10.1134/s107042801407015x

文献信息

• Nitration of 3-Methylaceperidazines with a Large Excess of Fuming Nitric Acid
  作者：N. I. Omelichkin、L. G. Minyaeva、A. A. Milov、L. G. Kuz’mina、V. V. Mezheritskii

  DOI：10.1134/s1070428018080146

  日期：2018.8

  Nitration of N-acetyl-3-methylaceperidazine with a 2–3-fold excess of nitric acid (d 1.36, 1.48) in glacial acetic acid results in the exclusive formation of mono- and dinitroderivatives. The nitration of 3-methylaceperidazine and its N-alkyl- and N-acetyl-substituted derivatives with a 6–9-fold excess of fuming nitric acid (d 1.54) in the same conditions results in the formation of both the expected

  用冰醋酸中的2–3倍过量的硝酸（d 1.36、1.48）硝化N-乙酰基-3-甲基乙酰哌嗪会导致一硝基和二硝基衍生物的排他性形成。在相同条件下用6-9倍过量的发烟硝酸（d 1.54）硝化3-甲基乙酰哌嗪及其N-烷基和N-乙酰基取代的衍生物会导致两种预期的单-硝化作用，以及硝化作用和硝酸的亲电子加成产物，该硝化产物分子的molecule骨架具有双键。
• Trifluoroacetylation of N-Substituted 1H-1,2-Diazaphenalenes of the Naphthalene and Acenaphthene Series
  作者：N. I. Omelichkin、L. G. Minyaeva、M. S. Korobov、G. S. Borodkin、L. G. Kuz’mina、V. V. Mezheritskii

  DOI：10.1134/s107042801901010x

  日期：2019.1

  The acylation of N-substituted 3-methyl-1H-1,2-diazaphenalenes of the naphthalene and acenaphthene series with trifluoroacetic anhydride gave mono- and diacylated products. Despite the presence of a bulky substituent on the pyrrole type nitrogen atom, the trifluoroacetyl group entered the peri position with respect to that substituent. The product structure was confirmed by X-ray analysis.

  用三氟乙酸酐对萘和系列的N-取代的3-甲基-1 H -1,2-二氮杂苯二甲酰基进行酰化，得到单和二酰化的产物。尽管在吡咯型氮原子上存在庞大的取代基，但三氟乙酰基仍相对于该取代基进入周边位置。通过X射线分析确认了产物结构。