diethyl 9-(4,5-diethoxycarbonyl-1H-1,2,3-triazol 1-yl)-1H-benzindole-2,3-dicarboxylate | 122641-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: diethyl 9-(4,5-diethoxycarbonyl-1H-1,2,3-triazol 1-yl)-1H-benzindole-2,3-dicarboxylate
• 英文别名: diethyl 9-(4,5-diethoxycarbonyl-1H-1,2,3-triazol-1-yl)-1H-benz[g]indole-2,3-dicarboxylate；diethyl 9-[4,5-bis(ethoxycarbonyl)triazol-1-yl]-1H-benzo[g]indole-2,3-dicarboxylate
• CAS: 122641-45-6
• 化学式: C₂₆H₂₆N₄O₈
• 分子量: 522.514
• InChiKey: FXQBDAFVPUADSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  152
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  diethyl 9-(4,5-diethoxycarbonyl-1H-1,2,3-triazol 1-yl)-1H-benzindole-2,3-dicarboxylate 以 甲醇 为溶剂， 反应 0.03h， 以70%的产率得到tetraethyl 1H,10H-indolo<6,7-g>indole-2,3,8,9-tetracarboxylate
  参考文献：
  名称：

  Synthesis and Spectroscopic Properties of 9-Substituted Benz[g]indoles

  摘要：

  Photolysis of 1,1'-(1,8-naphthylene)-di-1H-1,2,3-triazoles in methanol has given new benz[g]indoles with a triazole ring at 9-position. Similar photolysis of 1-(8-dimethylamino-1-naphthyl)-1H-1,2, 3-triazoles also gives new benz[g]indoles with a dimethylamino group at 9-position. The spectral properties of these compounds were studied in comparison with those of corresponding benz[g]indoles obtained from the similar photolysis of 1-(1-naphthyl)-1H-1,2, 3-triazoles. Since the substituent at 9-position and the pyrrole moiety exist in close proximity in peri- position of the naphthalene ring, unique properties such as the strong intramolecular hydrogen bonding and the restricted rotation of C(sp2)-N(sp3) single bond were observed in the 9-substituted benz[g]indoles.

  DOI：

  10.3987/com-98-8467
• 作为产物：
  描述：

  Tetraethyl 1,1'-(1,8-naphthylene)bis(1,2,3-triazole-4,5-dicarboxylate) 以25%的产率得到
  参考文献：
  名称：

  NAGAWA, YOSHINOBU;GOTO, MIDORI;HONDA, KOICHI;NAKANISHI, HIROSHI, BULL. CHEM. SOC. JAP., 62,(1989) N0, C. 3109-3113

  摘要：

  DOI：

文献信息

• Syntheses and Structures of Indolo[6,7-<i>g</i>]indoles, a New Heteroaromatic System
  作者：Yoshinobu Nagawa、Midori Goto、Koichi Honda、Hiroshi Nakanishi

  DOI：10.1246/bcsj.62.3109

  日期：1989.10

  Photolysis of 1,1′-(1,8-naphthylene)-bis(1H-1,2,3-triazole)s (1) in methanol has given new heteroaromatic system compounds, indolo[6,7-g]indoles (2). The spectral properties of these compounds were studied in comparison with those of the corresponding benz[g]indoles (4) obtained from the similar photolysis of 1-(1-naphthyl)-1H-1,2,3-triazoles (3). The 1H NMR and IR spectra of 2 and 4 suggest the existence

  1,1'-(1,8-萘)-双(1H-1,2,3-三唑)s (1) 在甲醇中的光解产生了新的杂芳族系统化合物，吲哚[6,7-g]吲哚（ 2）。将这些化合物的光谱特性与从 1-(1-萘基)-1H-1,2,3-三唑 (3) 的类似光解获得的相应苯并 [g] 吲哚 (4) 的光谱特性进行比较研究。2和4的1H NMR和IR谱表明2中存在强分子内氢键。四乙基1H，10H-吲哚[6,7-g]吲哚-2,3,8的X射线晶体分析， 9-四羧基后期，2a，表明该分子具有几乎两倍的旋转对称性，并且由于空间过度拥挤导致框架扭曲。
• NAGAWA, YOSHINOBU;GOTO, MIDORI;HONDA, KOICHI;NAKANISHI, HIROSHI, BULL. CHEM. SOC. JAP., 62,(1989) N0, C. 3109-3113
  作者：NAGAWA, YOSHINOBU、GOTO, MIDORI、HONDA, KOICHI、NAKANISHI, HIROSHI

  DOI：——

  日期：——
• HAKABA, JOSINOBU;XONDA, KOITI;NAKANISI, XIROSI
  作者：HAKABA, JOSINOBU、XONDA, KOITI、NAKANISI, XIROSI

  DOI：——

  日期：——
• NAGAWA, YOSHINOBU;HONDA, KOICHI;NAKANISHI, HIROSHI
  作者：NAGAWA, YOSHINOBU、HONDA, KOICHI、NAKANISHI, HIROSHI

  DOI：——

  日期：——
• US4889937A
  申请人：——

  公开号：US4889937A

  公开（公告）日：1989-12-26