N-(2-丁炔-1-基)-1,3-苯并噻唑-2-胺 | 161765-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: N-(2-丁炔-1-基)-1,3-苯并噻唑-2-胺
• 英文名称: 2-(2-butynylamino)benzothiazole
• 英文别名: 2-Benzothiazolamine, N-2-butynyl-；N-but-2-ynyl-1,3-benzothiazol-2-amine
• CAS: 161765-65-7
• 化学式: C₁₁H₁₀N₂S
• 分子量: 202.28
• InChiKey: JIKFNRFULFMREL-UHFFFAOYSA-N

物化性质

• 沸点：
  337.1±44.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-丁炔-1-基)-1,3-苯并噻唑-2-胺 在 silver tetrafluoroborate 作用下， 以 氘代乙腈 为溶剂， 生成 4-Methyl-2H-9-thia-1,4a-diaza-fluorene
  参考文献：
  名称：

  Facile Rearrangements of Alkynylamino Heterocycles with Noble Metal Cations

  摘要：

  A number of 2-(alkynylamino)-substituted heterocycles have been synthesized. These heterocycles rearrange in the presence of silver(I) and gold(I) salts to give novel 2H-pyrimido[2,1-b]benzoxazoles, 2H-pyrimido[2,1-b]benzothiazoles, and a 2H-pyrimido[2,1-b]benzoselenazole. Two of the the 2H-pyrimido[2,1-b]benzoxazoles were isolated in good yield. The kinetics of the silver tetrafluoroborate-catalyzed rearrangements of selected (alkynylamino)benzoxazoles and benzothiazoles have been examined by H-1 NMR in CD3CN. Factors affecting the electron densities of the triple bond and of the nitrogen atom in the heterocycle are important in influencing the rate of rearrangement.

  DOI：

  10.1021/jo952101z
• 作为产物：
  描述：

  2-氯苯并噻唑 、 2-butyne-1-amine p-toluenesulfonic acid salt 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以9%的产率得到N-(2-丁炔-1-基)-1,3-苯并噻唑-2-胺
  参考文献：
  名称：

  Facile Rearrangements of Alkynylamino Heterocycles with Noble Metal Cations

  摘要：

  A number of 2-(alkynylamino)-substituted heterocycles have been synthesized. These heterocycles rearrange in the presence of silver(I) and gold(I) salts to give novel 2H-pyrimido[2,1-b]benzoxazoles, 2H-pyrimido[2,1-b]benzothiazoles, and a 2H-pyrimido[2,1-b]benzoselenazole. Two of the the 2H-pyrimido[2,1-b]benzoxazoles were isolated in good yield. The kinetics of the silver tetrafluoroborate-catalyzed rearrangements of selected (alkynylamino)benzoxazoles and benzothiazoles have been examined by H-1 NMR in CD3CN. Factors affecting the electron densities of the triple bond and of the nitrogen atom in the heterocycle are important in influencing the rate of rearrangement.

  DOI：

  10.1021/jo952101z

文献信息

• US4451557A
  申请人：——

  公开号：US4451557A

  公开（公告）日：1984-05-29
• Facile Rearrangements of Alkynylamino Heterocycles with Noble Metal Cations
  作者：Roger Lok、Ronald E. Leone、Antony J. Williams

  DOI：10.1021/jo952101z

  日期：1996.1.1

  A number of 2-(alkynylamino)-substituted heterocycles have been synthesized. These heterocycles rearrange in the presence of silver(I) and gold(I) salts to give novel 2H-pyrimido[2,1-b]benzoxazoles, 2H-pyrimido[2,1-b]benzothiazoles, and a 2H-pyrimido[2,1-b]benzoselenazole. Two of the the 2H-pyrimido[2,1-b]benzoxazoles were isolated in good yield. The kinetics of the silver tetrafluoroborate-catalyzed rearrangements of selected (alkynylamino)benzoxazoles and benzothiazoles have been examined by H-1 NMR in CD3CN. Factors affecting the electron densities of the triple bond and of the nitrogen atom in the heterocycle are important in influencing the rate of rearrangement.