1-硝基-9-乙基咔唑 | 57044-60-7

• 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
• 中文名称: 1-硝基-9-乙基咔唑
• 英文名称: 1-nitro-9-ethylcarbazole
• 英文别名: 1-Nitro-N-ethylcarbazol；9-Ethyl-1-nitrocarbazole
• CAS: 57044-60-7
• 化学式: C₁₄H₁₂N₂O₂
• 分子量: 240.261
• InChiKey: UXDJRTJBUZQBEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-硝基-9-乙基咔唑 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 1.08h， 以73%的产率得到1-amino-N-ethylcarbazole
  参考文献：
  名称：

  Carbazole N-substituent effect upon DTMA: stabilizing and photochromic modulating

  摘要：

  Dithienylmaleimide derivatives 7-27 were synthesized by introducing N-substituted carbazole for photo-stabilizing purpose, and the structures were fully confirmed. The photochromism and photo-stability were recorded via UV-vis spectra. Only ortho compounds 8-17 with N-substituents on carbazole moiety showed escalated photochromic change, while compound 7 and the para counterparts 18-27 showed no appreciable photochromism. Additionally, compounds 8-18 exhibited good photo-stability except 17 under 254 nm irradiation. The unstability of 17 may probably due to overrunning hindrance. These photochromic patterns indicated that hindrance and electronic effect mutually paid a decisive influence on the photochromism and photo-stability, which potentially exploited a new way to construct novel photochromic materials with regulable and conceivable performance. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.040
• 作为产物：
  描述：

  N-乙基咔唑 生成 1-硝基-9-乙基咔唑
  参考文献：
  名称：

  BANDLISH B. K.; SHINE H. J., J. HETEROCYCL. CHEM. , 1975, 12, NO 2, 287-288

  摘要：

  DOI：

文献信息

• METHOD FOR PRODUCING AMINOCARBAZOLES
  申请人：——

  公开号：US20010049448A1

  公开（公告）日：2001-12-06

  Disclosed is a method for producing an aminocarbazole by catalytically reducing a nitrocarbazole, wherein as a catalyst is used an active nickel-based catalyst prepared by contacting a nickel-based catalyst with an alkali and an iron compound under a hydrogen gas or inert gas atmosphere in an inert solvent, and according to the method of the present inventions decrease in reaction speed, decrease in yield of a product or the like depending upon the lot of the starting nitrocarbazoles can be prevented, and aminocarbazoles can be produced in a good yield constantly.

  公开了一种通过催化还原硝基咔唑来生产氨基咔唑的方法，其中所使用的催化剂为通过将镍基催化剂与碱和铁化合物接触，在惰性溶剂中在氢气或惰性气氛下制备的活性镍基催化剂。根据本发明的方法，可以预防由于起始硝基咔唑的批次而导致的反应速度减慢、产物收率减少等问题，并且可以持续地以良好的产率生产氨基咔唑。
• A New Method of Nitration of Carbazoles Using Ceric Ammonium Nitrate (CAN)
  作者：Manas Chakrabarty、Archana Batabyal

  DOI：10.1080/00397919408012618

  日期：1994.1

  Abstract A convenient procedure for the mononitration of carbazole and 9-alkylcarbazoles using CAN in CH3CN in presence of SiO2 is reported. The results with 9-acetyl, 9-benzoyl and 9-benzenesulphonylcarbazoles are also discussed.

  摘要 报道了在 SiO2 存在下，在 CH3CN 中使用 CAN 单硝化咔唑和 9-烷基咔唑的简便方法。还讨论了 9-乙酰基、9-苯甲酰基和 9-苯磺酰基咔唑的结果。
• Method for producing aminocarbazoles
  申请人：——

  公开号：US20020183526A1

  公开（公告）日：2002-12-05

  Disclosed is a method for producing an aminocarbazole by catalytically reducing a nitrocarbazole, wherein as a catalyst is used an active nickel-based catalyst prepared by contacting a nickel-based catalyst with an alkali and an iron compound under a hydrogen gas or inert gas atmosphere in an inert solvent, and according to the method of the present invention, decrease in reaction speed, decrease in yield of a product or the like depending upon the lot of the starting nitrocarbazoles can be prevented, and aminocarbazoles can be produced in a good yield constantly.

  本发明揭示了一种通过催化还原硝基咔唑制备氨基咔唑的方法，其中使用的催化剂是通过在惰性溶剂中在氢气或惰性气氛下将镍基催化剂与碱和铁化合物接触制备的活性镍基催化剂。根据本发明的方法，可以防止由于起始硝基咔唑批次的不同导致的反应速度下降、产物收率下降等问题，并且可以持续地高产地生产氨基咔唑。
• Fragmentation of some nitrocarbazoles and their 9-alkyl derivatives
  作者：Janusz B. Kyzioł、Zdzisław Daszkiewicz、Jacek Hetper

  DOI：10.1002/oms.1210220110

  日期：1987.1
• US6965037B2
  申请人：——

  公开号：US6965037B2

  公开（公告）日：2005-11-15