9-[1-(1H-1,2,3-Benzotriazol-1-yl)-2-phenylethyl]-9H-carbazole | 124337-51-5

• 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: 9-[1-(1H-1,2,3-Benzotriazol-1-yl)-2-phenylethyl]-9H-carbazole
• 英文别名: 9-[1-(benzotriazol-1-yl)-2-phenylethyl]carbazole
• CAS: 124337-51-5
• 化学式: C₂₆H₂₀N₄
• 分子量: 388.472
• InChiKey: XICDERXRENUQTD-UHFFFAOYSA-N

物化性质

• 熔点：
  129-130 °C
• 沸点：
  579.0±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-[1-(1H-1,2,3-Benzotriazol-1-yl)-2-phenylethyl]-9H-carbazole 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 42.0h， 生成 二苄基甲酮
  参考文献：
  名称：

  Substituted (carbazol-9-yl)(benzotriazol-1-yl)methanes: novel acyl anion equivalents

  摘要：

  Alkyl(carbazol-9-yl)(benzotriazol-1-yl)methanes are deprotonated by BuLi to form anions which react with alkyl halides, aldehydes, and isocyanates to afford the expected products and which add 1,4 to alpha,beta-unsaturated ketones. These products are hydrolyzed by dilute acid at ambient temperature to afford the corresponding ketones.

  DOI：

  10.1021/jo00024a039
• 作为产物：
  描述：

  溴甲苯 、 9-(1H-苯并三唑-1-基甲基)-9H-咔唑 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以81%的产率得到9-[1-(1H-1,2,3-Benzotriazol-1-yl)-2-phenylethyl]-9H-carbazole
  参考文献：
  名称：

  1-(Carbazol-9-ylmethyl)benzotriazole anion: a formyl anion equivalent

  摘要：

  The title anion, readily available as its lithium derivative, smoothly reacts with a wide range of electrophiles to give well-characterized products which are easily hydrolyzed to the corresponding aldehydes in high overall yields. The method is compared with currently available routes.

  DOI：

  10.1021/jo00006a034

文献信息

• A new route to N-substituted heterocycles
  作者：Alan R. Katritzky、Hengyuan Lang、Xiangfu Lan

  DOI：10.1016/s0040-4020(01)80382-3

  日期：1993.4

  -carbazole, and -benzimidazole, and analogs substituted in the methylene group are converted by lithium aluminum hydride, or by Grignard reagents, or in two cases by organozinc reagents, into the N-substituted heterocycles in good yields.

  N-（苯并三唑-1-基甲基）-吲哚，吡咯，-咔唑和-苯并咪唑以及在亚甲基中取代的类似物通过氢化铝锂，格氏试剂或两种情况下的有机锌试剂转化为N-取代的杂环具有良好的收率。
• Synthesis of 5,6-dihydro-4H-pyrido[3,2,1-jk]carbazolesvia intermolecular [4+2] cycloaddition
  作者：Alan R. Katritzky、Guifen Zhang、Ming Qi、Linghong Xie

  DOI：10.1016/s0040-4039(97)01663-8

  日期：1997.10

  4-, 4,5- and 4,6-Substituted 5,6-dihydro-4H-pyrido[3,2,1-jk]carbazoles are synthesized regioselectively from carbazole by a novel, two step sequence. (C) 1997 Elsevier Science Ltd.
• Katritzky, Alan R.; Drewniak-Deyrup, Malgorzata; Lan, Xiangfu, Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 829 - 836
  作者：Katritzky, Alan R.、Drewniak-Deyrup, Malgorzata、Lan, Xiangfu、Brunner, Frederic

  DOI：——

  日期：——
• KATRITZKY, ALAN R.;YANG, ZHIJUN;LAM, JAMSHED N., J. ORG. CHEM. , 56,(1991) N, C. 2143-2147
  作者：KATRITZKY, ALAN R.、YANG, ZHIJUN、LAM, JAMSHED N.

  DOI：——

  日期：——
• 1-(Carbazol-9-ylmethyl)benzotriazole anion: a formyl anion equivalent
  作者：Alan R. Katritzky、Zhijun Yang、Jamshed N. Lam

  DOI：10.1021/jo00006a034

  日期：1991.3

  The title anion, readily available as its lithium derivative, smoothly reacts with a wide range of electrophiles to give well-characterized products which are easily hydrolyzed to the corresponding aldehydes in high overall yields. The method is compared with currently available routes.