N,N-diethyl-5-hydroxybenzo[b]thiophene-2-carboxamide | 530101-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: N,N-diethyl-5-hydroxybenzo[b]thiophene-2-carboxamide
• 英文别名: N,N-diethyl-5-hydroxy-1-benzothiophene-2-carboxamide
• CAS: 530101-70-3
• 化学式: C₁₃H₁₅NO₂S
• 分子量: 249.334
• InChiKey: PVUMVIZHDWDDOA-UHFFFAOYSA-N

物化性质

• 沸点：
  448.0±25.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-5-hydroxybenzo[b]thiophene-2-carboxamide 在 盐酸 、 仲丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 57.0h， 生成 6-Hydroxy-3-methyl-3,4-dihydro-benzo[4,5]thieno[2,3-c]pyran-1-one
  参考文献：
  名称：

  Application of directed metallation in synthesis. Part 3: Studies in the synthesis of (±)-semivioxanthin and its analogues

  摘要：

  The synthesis of several analogues of (+/-)-semivioxanthin including five thiophene analogues, using directed metalation are reported. The strategy consisted of the synthesis of functionalized naphthalene or benzo[b]thiophene as building blocks followed by annelation of the pyrone. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01599-5
• 作为产物：
  描述：

  5-羟基苯并噻吩-2-甲酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 N,N-diethyl-5-hydroxybenzo[b]thiophene-2-carboxamide
  参考文献：
  名称：

  Application of directed metallation in synthesis. Part 3: Studies in the synthesis of (±)-semivioxanthin and its analogues

  摘要：

  The synthesis of several analogues of (+/-)-semivioxanthin including five thiophene analogues, using directed metalation are reported. The strategy consisted of the synthesis of functionalized naphthalene or benzo[b]thiophene as building blocks followed by annelation of the pyrone. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01599-5