ethyl 2-(tosylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate | 63183-11-9

• 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: ethyl 2-(tosylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
• 英文别名: ethyl 2-tosylamino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate；ethyl 2-tosylamino-4,5,6,7-tetrahydrobenzo[d]thiophene-3-carboxylate；2-(toluene-4-sulfonylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester；Ethyl 2-(p-tolylsulfonylamino)-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate；ethyl 2-[(4-methylphenyl)sulfonylamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
• CAS: 63183-11-9
• 化学式: C₁₈H₂₁NO₄S₂
• 分子量: 379.501
• InChiKey: RMFPMCARNSZRLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C(Solv: methanol (67-56-1))
• 沸点：
  560.1±60.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-(tosylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 40.0h， 生成 N-allyl-N-[3-(hydroxymethyl)-4,5,6,7-tetrahydro-1-benzothien-2-yl]-4-toluenesulfonamide
  参考文献：
  名称：

  四氢苯并[b]噻吩骨架的两种区域异构醛的合成及其在无溶剂分子内1,3-偶极环加成反应中的应用

  摘要：

  摘要 该论文描述了四氢苯并[ b ]噻吩的两个区域异构的2-氨基-3-甲酰基和3-氨基-2-甲酰基取代的衍生物的合成及其随后与仲胺的热引发反应，从而得到在分子内进行1 ，3-偶极环加成。以此方式，制备了具有三个立体异构中心的两个系列的新稠合杂环化合物。鉴定化合物并确定其结构。 该论文描述了四氢苯并[ b ]噻吩的两个区域异构的2-氨基-3-甲酰基和3-氨基-2-甲酰基取代的衍生物的合成及其随后与仲胺的热引发反应，从而得到在分子内进行1 ，3-偶极环加成。以此方式，制备了具有三个立体异构中心的两个系列的新稠合杂环化合物。鉴定化合物并确定其结构。

  DOI：

  10.1055/s-0035-1561428
• 作为产物：
  描述：

  2-氨基-4,5,6,7-四氢苯并噻酚-3-羧酸乙酯 、 对甲苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl 2-(tosylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
  参考文献：
  名称：

  有机光催化下氢硅烷自由基介导的远端 1,4-迁移对未活化烯烃进行硅烷化和（杂）芳基/烯基化

  摘要：

  我们报告了一种新型有机光氧化还原催化，通过甲硅烷基介导的带有未活化烯烃的芳香族/烯基胺与氢硅烷的远端（杂）芳基/烯基迁移，实现了前所未有的γ-（杂）芳基/烯基-δ-甲硅烷基脂肪胺。该方案具有反应条件温和、无金属、原子经济性高、选择性好、官能团兼容性好的特点。机理研究表明，甲硅烷基化和（杂）芳基/烯基化涉及光氧化还原氢原子转移催化以及随后远程（杂）芳基/烯基从氮到碳的 1,4-迁移。

  DOI：

  10.1021/acs.orglett.4c01414

文献信息

• Physicochemical properties and complex formation of ethyl 2-aryl(methyl)sulfonylamino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylates
  作者：L. G. Chekanova、K. O. Manylova、P. T. Pavlov、Yu. B. El’chishcheva、A. S. Kandakova

  DOI：10.1134/s1070363214060243

  日期：2014.6
• Complexation of ethyl 2-aryl(alkyl)sulfonylamino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates with nonferrous metal ions
  作者：L. G. Chekanova、K. O. Manylova、P. T. Pavlov、E. V. Baigacheva、T. G. Tiunova

  DOI：10.1134/s003602361504004x

  日期：2015.4

  Complexation of sulfonyl derivatives of the Gewald thiophenes (SGT) with Cu(II), Co(II), Ni(II), Zn(II), and Cd(II) ions in ammonia solutions was studied. The molar ratio method, the Job's method of continuous variation, and coductometric titration revealed ratios [M(II)]: [SGT] = 1: 2. The composition of preparatively isolated complexes was confirmed by IR spectroscopy and elemental analysis data. Solubility product constants for precipitates of the complexes and complexation equilibrium constants were calculated. Solubility product constants for M(II) complexes was shown to be dependent on the nature of sulfonyl substituent in SGT series.
• Complexing Properties of 3-Substituted-2-(aryl-, methyl)sulfonylamino-4,5,6,7-tetrahydrobenzo[b]thiophenes with Nonferrous Metal Ions in Ammonia Media
  作者：K. O. Manylova、L. G. Chekanova、P. T. Pavlov、E. V. Baigacheva

  DOI：10.1134/s003602361807015x

  日期：2018.7

  The complexation of 3-substituted-2-(aryl-,methyl)sulfonylamino-4,5,6,7-tetrahydrobenzo[b]thiophenes with Cu(II), Co(II), and Ni(II) ions in ammonia media was studied. Different types of complexes with Cu(II) ions were found depending on pH: with a ratio of 1:2 at pH of similar to 4-5 and 1:1 at pH of similar to 8-10. For the Co(II) and Ni(II) ions, the formation of 1:1 complexes at pH of similar to 9-10 was established. The Cu(II), Co(II), and Ni(II) complexes [Cu(HL)(2)center dot 2H(2)O] and [ML center dot 2H(2)O] were separated and identified, and their solubility products were calculated. The effect of the nature of the functional group in the third position of the thiophene ring on the properties of the complexes of reagents with nonferrous metal ions was shown.