diisopropyl 1-(8-dimethylamino-1-naphthyl)-1H-1,2,3-triazole-4,5-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diisopropyl 1-(8-dimethylamino-1-naphthyl)-1H-1,2,3-triazole-4,5-dicarboxylate
• 英文别名: dipropan-2-yl 1-[8-(dimethylamino)naphthalen-1-yl]triazole-4,5-dicarboxylate
• 化学式: C₂₂H₂₆N₄O₄
• 分子量: 410.473
• InChiKey: UOBDKJYTOWTJTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diisopropyl 1-(8-dimethylamino-1-naphthyl)-1H-1,2,3-triazole-4,5-dicarboxylate 以 甲醇 为溶剂， 反应 0.5h， 以16%的产率得到diisopropyl 9-dimethylamino-1H-benz[g]indole-2,3-dicarboxylate
  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

文献信息

• Synthesis and Spectroscopic Properties of 9-Substituted Benz[g]indoles
  作者：Yoshinobu Nagawa、Koichi Honda、Hiroshi Nakanishi

  DOI：10.3987/com-98-8467

  日期：——

  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.

表征谱图