2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)one 1,1-dioxide | 111677-60-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)one 1,1-dioxide
• 英文别名: 2-[(4-Chlorophenyl)methylidene]-1,1-dioxo-1-benzothiophen-3-one
• CAS: 111677-60-2
• 化学式: C₁₅H₉ClO₃S
• 分子量: 304.754
• InChiKey: OHEBBRLCXYQEPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)one 1,1-dioxide 在 sodium hydroxide 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 0.58h， 生成 4-(4-Chloro-phenyl)-1,2-dimethyl-5,5-dioxo-4,5-dihydro-1H-5λ⁶-benzo[4,5]thieno[3,2-b]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  1,4-Dihydrobenzothieno[3,2-b]pyridine-5,5-dioxides

  摘要：

  DOI：

  10.1007/bf00471815

文献信息

• Contrasting behaviour of NBS towards 1,4-dihydrobenzothieno[3,2-b]pyridine 5,5-dioxides and 4,5-dihydro-1H-indeno[1,2-b]pyridines
  作者：Brigita Cekavicus、Brigita Vigante、Martins Rucins、Kintija Birkmane、Marina Petrova、Sergey Belyakov、Liga Zuka、Aiva Plotniece、Karlis Pajuste、Marina Gosteva、Arkadij Sobolev

  DOI：10.1016/j.tet.2013.04.060

  日期：2013.7

  Polycyclic 1,4-dihydrobenzothieno[3,2-b]pyridine 5,5-dioxides and 4,5-dihydro-1H-indeno[1,2-b]pyridines having ester or cyano group at the position 3 of dihydropyridine ring have been synthesised. Reactivity of N-bromosuccinimide (NBS) towards polycyclic 1,4-dihydropyridine derivatives has been investigated. It has been found that 1,4-dihydrobenzothieno[3,2-b]pyridine 5,5-dioxides are easily oxidised with NBS in methanol at rt in high yields, whereas 4,5-dihydro-1H-indeno[1,2-b]pyridines in reaction with NBS in methanol are brominated at 4a position affording stable 4a-bromo-4a,5-dihydroindeno[1,2-b]pyridine-3-carboxylates or unstable 3-carbonitriles, which rapidly undergo dehydrobromination reaction leading to the corresponding 5H-indeno[1,2-b]pyridine-3-carbonitriles. (C) 2013 Elsevier Ltd. All rights reserved.
• 1,4-Dihydrobenzothieno[3,2-b]pyridine-5,5-dioxides
  作者：R. R. Dubure、B. A. Vigante、Ya. Ya. Ozols、G. Ya. Dubur、G. I. Rozentale

  DOI：10.1007/bf00471815

  日期：1986.11