2-pyrrolylbenzothiazoline | 31230-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-pyrrolylbenzothiazoline
• 英文别名: Pyr(Bt)；2-pyrrol-2-yl-2,3-dihydro-benzothiazole；Benzothiazole, 2,3-dihydro-2-(1H-pyrrol-2-yl)-；2-(1H-pyrrol-2-yl)-2,3-dihydro-1,3-benzothiazole
• CAS: 31230-94-1
• 化学式: C₁₁H₁₀N₂S
• 分子量: 202.28
• InChiKey: TWDUIGDCMXGSRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-pyrrolylbenzothiazoline 以 氯仿 为溶剂， 反应 5.0h， 以100%的产率得到2-(1H-吡咯-2-基)-1,3-苯并噻唑
  参考文献：
  名称：

  Structural influences on the oxidation of a series of 2-benzothiazoline analogs

  摘要：

  We have examined the molecular and electronic structures of a number of benzothiazoline (Bt) and benzothiazole (oBt) analogs that possess phenyl and heterocycle substituents at the 2-position and discuss the ground-state factors that influence the relative rates at which these benzothiazolines are oxidized to benzothiazoles. Our studies indicate that the substituent at the 2-position in the benzothiazoline plays a fundamental role in governing the susceptibility of the species to oxidize. Our calculations for this series of compounds suggest that benzothiazolines that possess a heterocyclic R group oxidize faster than those with a phenyl group. The establishment of a favorable electrostatic interaction between the heteroatoms of the R and Bt/oBt fragments is a primary influence on this reaction while the establishment of it conjugation across the C-R-C-oBt bond is a minor effect. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.12.001
• 作为产物：
  描述：

  2-吡咯甲醛 、 2-氨基苯硫醇 以 乙醇 为溶剂， 反应 2.0h， 生成 2-pyrrolylbenzothiazoline
  参考文献：
  名称：

  Structural influences on the oxidation of a series of 2-benzothiazoline analogs

  摘要：

  We have examined the molecular and electronic structures of a number of benzothiazoline (Bt) and benzothiazole (oBt) analogs that possess phenyl and heterocycle substituents at the 2-position and discuss the ground-state factors that influence the relative rates at which these benzothiazolines are oxidized to benzothiazoles. Our studies indicate that the substituent at the 2-position in the benzothiazoline plays a fundamental role in governing the susceptibility of the species to oxidize. Our calculations for this series of compounds suggest that benzothiazolines that possess a heterocyclic R group oxidize faster than those with a phenyl group. The establishment of a favorable electrostatic interaction between the heteroatoms of the R and Bt/oBt fragments is a primary influence on this reaction while the establishment of it conjugation across the C-R-C-oBt bond is a minor effect. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.12.001

文献信息

• Benzothiazolines as antituberculous agents
  作者：P. J. Palmer、R. B. Trigg、J. V. Warrington

  DOI：10.1021/jm00285a022

  日期：1971.3
• Structural influences on the oxidation of a series of 2-benzothiazoline analogs
  作者：Matthew A. Lynn、Lauren J. Carlson、Hyeon Hwangbo、Joseph M. Tanski、Laurie A. Tyler

  DOI：10.1016/j.molstruc.2011.12.001

  日期：2012.3

  We have examined the molecular and electronic structures of a number of benzothiazoline (Bt) and benzothiazole (oBt) analogs that possess phenyl and heterocycle substituents at the 2-position and discuss the ground-state factors that influence the relative rates at which these benzothiazolines are oxidized to benzothiazoles. Our studies indicate that the substituent at the 2-position in the benzothiazoline plays a fundamental role in governing the susceptibility of the species to oxidize. Our calculations for this series of compounds suggest that benzothiazolines that possess a heterocyclic R group oxidize faster than those with a phenyl group. The establishment of a favorable electrostatic interaction between the heteroatoms of the R and Bt/oBt fragments is a primary influence on this reaction while the establishment of it conjugation across the C-R-C-oBt bond is a minor effect. (C) 2011 Elsevier B.V. All rights reserved.