2-(2'-nitro-4'-methoxyphenyl)benzo[b]thiophene | 397882-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2'-nitro-4'-methoxyphenyl)benzo[b]thiophene
• 英文别名: 2-(p-methoxy-o-nitrophenyl)-benzo[b]thiophene；2-(p-methoxy-o-nitrophenyl)benzo[b]thiophene；2-(4-Methoxy-2-nitrophenyl)-1-benzothiophene
• CAS: 397882-60-9
• 化学式: C₁₅H₁₁NO₃S
• 分子量: 285.323
• InChiKey: VQULQDZDUNUYEF-UHFFFAOYSA-N

物化性质

• 熔点：
  112-114 °C
• 沸点：
  467.3±35.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2'-nitro-4'-methoxyphenyl)benzo[b]thiophene 在 吡啶 、 盐酸 、 三溴化硼 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯苯 为溶剂， 反应 50.5h， 生成 5,6,6-Trimethyl-[1]benzothiolo[3,2-c]quinolin-3-ol
  参考文献：
  名称：

  合理设计和合成一类新型的高荧光若丹明染料，该染料在长波长下具有很强的吸收能力

  摘要：

  通过扩展发色团的π共轭能力有限的柔性，设计并合成了一类新型的强荧光若丹明染料。这些染料显示在581至631 nm范围内具有更长的吸收，量子产率在0.64至0.89之间。

  DOI：

  10.1016/s0040-4039(03)00938-9
• 作为产物：
  描述：

  4-溴-3-硝基苯甲醚 、 苯并噻吩 在 palladium diacetate potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以61%的产率得到2-(2'-nitro-4'-methoxyphenyl)benzo[b]thiophene
  参考文献：
  名称：

  Heck-like coupling and Pictet–Spengler reaction for the synthesis of benzothieno[3,2-c]quinolines

  摘要：

  A series of 6-arylbenzothieno[3,2-c] quinolines were synthesised in three steps from benzo[b] thiophene. After a selective Heck-type coupling of benzo[b] thiophene with different o-nitroaryl bromides to obtain 2-(o-nitroaryl) benzo[b] thiophenes, corresponding 2-(benzo[ b] thiophen-2-yl) anilines were involved in a Pictet-Spengler reaction to form the quinoline cycle. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.05.110

文献信息

• Heck-like coupling and Pictet–Spengler reaction for the synthesis of benzothieno[3,2-c]quinolines
  作者：Emilie David、Stéphane Pellet-Rostaing、Marc Lemaire

  DOI：10.1016/j.tet.2007.05.110

  日期：2007.9

  A series of 6-arylbenzothieno[3,2-c] quinolines were synthesised in three steps from benzo[b] thiophene. After a selective Heck-type coupling of benzo[b] thiophene with different o-nitroaryl bromides to obtain 2-(o-nitroaryl) benzo[b] thiophenes, corresponding 2-(benzo[ b] thiophen-2-yl) anilines were involved in a Pictet-Spengler reaction to form the quinoline cycle. (C) 2007 Published by Elsevier Ltd.
• Benzo[b]thiophene as a template for substituted quinolines and tetrahydroquinolines
  作者：Jérémie Fournier Dit Chabert、Grégory Chatelain、Stéphane Pellet-Rostaing、Denis Bouchu、Marc Lemaire

  DOI：10.1016/j.tetlet.2005.11.108

  日期：2006.2

  An original methodology starting from 3-aroyl-2-(2'-nitro-4'-methoxyphenyl)-benzo[b]thiophene allows the synthesis of unusual fused heterocycles. Direct hydrogenation with nickel catalysts followed by desulfurisation led to 2,3-diarylquinolines or 2,3-diaryltetrahydroquinolines. (c) 2005 Published by Elsevier Ltd.
• DERIVATIVES OF 1,2-DIHYDRO-7-HYDROXYQUINOLINES CONTAINING FUSED RINGS
  申请人：Diwu Zhenjun

  公开号：US20070093652A1

  公开（公告）日：2007-04-26

  The present invention describes novel dyes, including coumarins, rhodamines, and rhodols that incorporate additional fused aromatic rings. The dyes of the invention absorb at a longer wavelength than structurally similar dyes that do not possess the fused aromatic rings. Many of the dyes of the invention are useful fluorescent dyes. The invention includes chemically reactive dyes, dye-conjugates, and the use of such dyes in staining samples and detecting ligands or other analytes.
• Derivatives of 1,2-dihydro-7-hydroxyquinolines Containing Fused Rings
  申请人：DIWU Zhenjun

  公开号：US20110027800A1

  公开（公告）日：2011-02-03

  The present invention describes novel dyes, including coumarins, rhodamines, and rhodols that incorporate additional fused aromatic rings. The dyes of the invention absorb at a longer wavelength than structurally similar dyes that do not possess the fused aromatic rings. Many of the dyes of the invention are useful fluorescent dyes. The invention includes chemically reactive dyes, dye-conjugates, and the use of such dyes in staining samples and detecting ligands or other analytes.
• US7169922B2
  申请人：——

  公开号：US7169922B2

  公开（公告）日：2007-01-30