2,5-(dibenzothiazolin-2-yl)thiophene | 87230-58-8

• 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: 2,5-(dibenzothiazolin-2-yl)thiophene
• 英文别名: 2-[5-(2,3-Dihydro-1,3-benzothiazol-2-yl)thiophen-2-yl]-2,3-dihydro-1,3-benzothiazole
• CAS: 87230-58-8
• 化学式: C₁₈H₁₄N₂S₃
• 分子量: 354.521
• InChiKey: NXHHOIZXRICEHY-UHFFFAOYSA-N

物化性质

• 沸点：
  574.3±50.0 °C(Predicted)
• 密度：
  1.382±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-(dibenzothiazolin-2-yl)thiophene 在 air 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以100%的产率得到2,5-bis(benzo[d]thiazol-2-yl)thiophene
  参考文献：
  名称：

  Spectroscopic differences between heterocyclic benzothiazoline, -thiazole and imine containing ligands and comparison of the Co and Cu pyridine benzothiazole and imine complexes

  摘要：

  Five heterocyclic benzothiazoline and -thiazole analogs have been synthesized and characterized by H-1 NMR and IR spectroscopy. The analogs fall into two different classes, (a) those which contain one benzothiazoline group adjacent to the heterocyclic ring system (starting with 2-pyridinecarboxaldehyde, 2-thiophenecarboxaldehyde or 2-furaldehyde), and (b) those which have two benzothiazoline substituents (starting with 2,6-pyridinecarboxaldehyde and 2,5-thiohenecarboxaldehyde). In addition, the imine containing ligands, bis-2-[(pyridin-2-ylmethylene)-imino]-benzenethiol disulfide (PyIS)(2) and bis-2-[(thiophen-2-ylmethylene)-imino]-benzenethiol disulfide(ThIS)(2), were prepared starting with the disulfide of 2-aminothiophenol. Each species has been characterized by H-1 NMR and IR spectroscopies. Ligation reactions with 2-(2-pyridyl) benzothiazoline (Py(Bt)) and Cu(OAc)(2)center dot 1H(2)O resulted in the formation of a dinuclear species containing two copper ions, two ligand frames and two acetate groups, [Cu(PyA-S)( OAc)](2) (1). Both copper ions are five-coordinate and bonded to one monodentate acetate, one ligand frame (NNS) and one bridging thiolate. Ligation reaction with 2-(2-pyridyl) benzothiazole (Py(oBt)) and CoCl2 center dot xH(2)O or Cu(BF4)(2)center dot xH(2)O resulted in the formation of a six-coordinate, octahedral Co(II) complex, cis-[Co(Py(oBt)(2)Cl-2] (2) and a five coordinate Cu(II) complex, [Cu(Py(oBt))(2)(OH2)](BF4) (3), respectively. All complexes have been characterized by X-ray crystallography as well as UV-Vis and IR spectroscopy. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.09.002
• 作为产物：
  描述：

  2,5-噻吩二甲醛 、 2-氨基苯硫醇 以 乙醇 为溶剂， 反应 2.0h， 以65%的产率得到2,5-(dibenzothiazolin-2-yl)thiophene
  参考文献：
  名称：

  Spectroscopic differences between heterocyclic benzothiazoline, -thiazole and imine containing ligands and comparison of the Co and Cu pyridine benzothiazole and imine complexes

  摘要：

  Five heterocyclic benzothiazoline and -thiazole analogs have been synthesized and characterized by H-1 NMR and IR spectroscopy. The analogs fall into two different classes, (a) those which contain one benzothiazoline group adjacent to the heterocyclic ring system (starting with 2-pyridinecarboxaldehyde, 2-thiophenecarboxaldehyde or 2-furaldehyde), and (b) those which have two benzothiazoline substituents (starting with 2,6-pyridinecarboxaldehyde and 2,5-thiohenecarboxaldehyde). In addition, the imine containing ligands, bis-2-[(pyridin-2-ylmethylene)-imino]-benzenethiol disulfide (PyIS)(2) and bis-2-[(thiophen-2-ylmethylene)-imino]-benzenethiol disulfide(ThIS)(2), were prepared starting with the disulfide of 2-aminothiophenol. Each species has been characterized by H-1 NMR and IR spectroscopies. Ligation reactions with 2-(2-pyridyl) benzothiazoline (Py(Bt)) and Cu(OAc)(2)center dot 1H(2)O resulted in the formation of a dinuclear species containing two copper ions, two ligand frames and two acetate groups, [Cu(PyA-S)( OAc)](2) (1). Both copper ions are five-coordinate and bonded to one monodentate acetate, one ligand frame (NNS) and one bridging thiolate. Ligation reaction with 2-(2-pyridyl) benzothiazole (Py(oBt)) and CoCl2 center dot xH(2)O or Cu(BF4)(2)center dot xH(2)O resulted in the formation of a six-coordinate, octahedral Co(II) complex, cis-[Co(Py(oBt)(2)Cl-2] (2) and a five coordinate Cu(II) complex, [Cu(Py(oBt))(2)(OH2)](BF4) (3), respectively. All complexes have been characterized by X-ray crystallography as well as UV-Vis and IR spectroscopy. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.09.002

文献信息

• Reaction of 2,5-(Dibenzothiazolin-2-yl)thiophene with Some Metal Ions
  作者：A.S. Salameh、H.A. Tayim

  DOI：10.1016/s0277-5387(00)87213-7

  日期：1983.1