3-amino-9-propylcarbazole | 51560-53-3

• 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: 3-amino-9-propylcarbazole
• 英文别名: 3-amino-N-n-propylcarbazole；9-Propyl-9h-carbazol-3-amine；9-propylcarbazol-3-amine
• CAS: 51560-53-3
• 化学式: C₁₅H₁₆N₂
• 分子量: 224.305
• InChiKey: QCRRYSJADIODGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  31
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-amino-9-propylcarbazole 在 硫酸 作用下， 生成 4-methoxycarbonyl-1-(9-propyl-9H-carbazol-3-yl)-2-pyrrolidinone
  参考文献：
  名称：

  Sapiyanakaite, B.; Mickevicius, V.; Mikulskene, G., Chemistry of Heterocyclic Compounds, 2003, vol. 39, # 9, p. 1141 - 1152

  摘要：

  DOI：

文献信息

• A Novel, Expedient Synthesis of Thiazolo[4,5-c]- and -[5,4-b]-carbazoles
  作者：Manas Chakrabarty、Nandita Ghosh、Yoshihiro Harigaya

  DOI：10.3987/com-03-s(p)3

  日期：——

  A new synthesis of thiazolo[4,5-c]- and -[5,4-b]carbazoles (6a-e, 7a, 8b-e) was accomplished from 3-aminocarbazoles (3a-e) by separate condensations with methyl and phenyl isothiocyanates, followed by oxidative cyclization of the resulting thioureidocarbazoles (4a-e, 5a).

  噻唑并[4,5-c]-和-[5,4-b]咔唑(6a-e, 7a, 8b-e)的新合成方法是由3-氨基咔唑(3a-e)分别与甲基缩合完成的和异硫氰酸苯酯，然后氧化环化生成的硫脲基咔唑（4a-e，5a）。
• Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
  作者：Birute Sapijanskaite、Ytautas Mickevicius、Gema Mikulskiene

  DOI：10.3390/11010072

  日期：——

  The reactions in benzene of 9-alkyl-3-aminocarbazoles with ethyl-3-oxobutanoateyielded ethyl-3-[(9-alkyl-9H-carbazol-3-yl)amino]but-2-enoate condensation products or N-(9-ethyl-9H-carbazol-3-yl)-3-oxobutanamide acylation products. The condensation productswere cyclized to the corresponding 4,7-dihydro-pyrido[2,3-c]-carbazol-1-ones upon heatingin mineral oil at 240-250 °C. The structures of the synthesized compounds were investigatedby IR, mass spectrometry, 1H- and 13C-NMR spectroscopy and MM2 molecular mechanicsand AM1 semi-empirical quantum mechanical methods.

  9-烷基-3-氨基卡巴佐尔与乙基-3-氧代丁酸酯在苯中反应生成了乙基-3-[(9-烷基-9H-卡巴佐尔-3-基)氨基]丁-2-烯酸酯冷凝产物或N-(9-乙基-9H-卡巴佐尔-3-基)-3-氧代丁酰胺酰化产物。冷凝产物在240-250°C的矿物油中加热环化生成相应的4,7-二氢-吡啶[2,3-c]-卡巴佐尔-1-酮。合成化合物的结构通过红外光谱、质谱、1H及13C核磁共振光谱以及MM2分子力学和AM1半经验量子力学方法进行了研究。
• A clay-mediated, regioselective synthesis of 2-(aryl/alkyl)amino-thiazolo[4,5-c]carbazoles
  作者：Manas Chakrabarty、Nandita Ghosh、Yoshihiro Harigaya

  DOI：10.1016/j.tetlet.2004.04.129

  日期：2004.6

  The 3-aminocarbazoles la-e were condensed with phenyl and benzyl isothiocyanates on montmorillonite K10 clay or TLC-grade silica gel at room temperature to furnish efficiently the N-phenyl and N-benzylthioureidocarbazoles, 2a-e and 2f, respectively. within minutes. When adsorbed on montmorillonite K 10 clay impregnated with para-toluene sulfonic acid (1:1, w/w) and heated at 60-70degreesC. 2a-e and 2f furnished the 2-anilino and 2-benzylaminothiazolo[4,5-c]carbazoles, 3a-e and 3f, respectively, regioselectively in high yields. The cyclisation was also effective for the N-methylthioureidocarbazoles 2g-i. (C) 2004 Elsevier Ltd. All rights reserved.
• US3947463A
  申请人：——

  公开号：US3947463A

  公开（公告）日：1976-03-30
• US3946024A
  申请人：——

  公开号：US3946024A

  公开（公告）日：1976-03-23