2-acetyl-4,5-dimethoxy-1-(4-methylphenylsulfonamido)benzene | 374606-03-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetyl-4,5-dimethoxy-1-(4-methylphenylsulfonamido)benzene
• 英文别名: 1-[4,5-dimetoxy-2-N-(4-methylbenzenesulfonamido)phenyl]ethanone；N-(2-acetyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide
• CAS: 374606-03-8
• 化学式: C₁₇H₁₉NO₅S
• 分子量: 349.408
• InChiKey: QMSAEIAHEXWOHB-UHFFFAOYSA-N

物化性质

• 熔点：
  144-146 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  509.3±60.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-acetyl-4,5-dimethoxy-1-(4-methylphenylsulfonamido)benzene 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4,5-dimethoxy-2-[1-(5-methyl-2-furyl)ethyl]-1-(4-methylphenylsulfonamido)benzene
  参考文献：
  名称：

  Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

  摘要：

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.056
• 作为产物：
  描述：

  1-(4,5-二甲氧基-2-硝基苯基)乙酮 在 吡啶 、 铁粉 、 溶剂黄146 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 7.0h， 生成 2-acetyl-4,5-dimethoxy-1-(4-methylphenylsulfonamido)benzene
  参考文献：
  名称：

  Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

  摘要：

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.056

文献信息

• Sequential palladium-catalysed C- and N-arylation reactions as a practical and general protocol for the synthesis of the first series of oxcarbazepine analogues
  作者：Mónica Carril、Raul SanMartin、Esther Domínguez、Imanol Tellitu

  DOI：10.1016/j.tet.2006.11.003

  日期：2007.1

  The first series of oxcarbazepine analogues, starting from readily-available materials and through a high-yielding five-step sequence based on palladium catalysis, is reported. The so-obtained compounds incorporate not only a variety of substituents in both of the aryl rings comprising the framework of an oxcarbazepine, but also involve the more challenging palladium-catalysed coupling of a number of heteroaromatic substrates. The addition of small amounts of water in some of the metal-catalysed processes showed a beneficial effect, highly increasing the selectivity of such reactions. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of [60]Fullerene-Fused Tetrahydroazepinones and Azepinonimines via Cu(OAc)₂-Promoted <i>N</i>-Heteroannulation Reaction
  作者：Tong-Xin Liu、Zhenbei Zhang、Qingfeng Liu、Pengling Zhang、Penghao Jia、Zhiguo Zhang、Guisheng Zhang

  DOI：10.1021/ol500028w

  日期：2014.2.7

  A convenient and efficient Cu(OAc)(2)-mediated N-heteroannulation reaction of [60]fullerene with N-sulfonylated o-amino-aromatic methyl ketones or O-alkyl oximes has been reported for the synthesis of novel and scarce [60]fullerene-fused tetrahydroazepinones and -azepinonimines in a highly, selective manner. Moreover, a possible mechanism involving two pathways is proposed on the basis of the experimental observations.
• Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction
  作者：Alexander V. Butin、Sergey K. Smirnov、Tatyana A. Stroganova、Wolfgang Bender、Gennady D. Krapivin

  DOI：10.1016/j.tet.2006.10.056

  日期：2007.1

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.