6-ethoxy-2-trifluorothioacetyliminobenzothiazoline | 649573-33-1

• 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: 6-ethoxy-2-trifluorothioacetyliminobenzothiazoline
• 英文别名: N-(6-Ethoxy-1,3-benzothiazol-2-yl)(trifluoro)ethanethioamide；N-(6-ethoxy-1,3-benzothiazol-2-yl)-2,2,2-trifluoroethanethioamide
• CAS: 649573-33-1
• 化学式: C₁₁H₉F₃N₂OS₂
• 分子量: 306.332
• InChiKey: PWZIMRACBCUYDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  94.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-6-乙氧基苯并噻唑 在 劳森试剂 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 6-ethoxy-2-trifluorothioacetyliminobenzothiazoline
  参考文献：
  名称：

  1,5-Type nonbonded O⋯S and S⋯S interactions in (acylimino) and (thioacylimino)benzothiazoline systems. Crystal structures and theoretical calculations

  摘要：

  Intramolecular nonbonded interactions have been observed in the crystalline structures of 6-ethoxy-2-trifluoroacetylimino-benzothiazoline (4) ((SO)-O-... close contact) and 6-ethoxy-2-trifluorothioacetyliminobenzothiazoline (5) ((SS)-S-... close contact). Density functional B3LYP/6-311G** calculations were performed for all conformers and tautomers of 4 and 5 in order to explain the preference for the (SO)-O-... and (SS)-S-... close contact structures. The calculations agree with the observed crystallographic structures only when solvent effects are included via a continuum model, thus showing the importance of the solvent effects to establish the correct relative energies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.066

文献信息

• 1,5-Type nonbonded O⋯S and S⋯S interactions in (acylimino) and (thioacylimino)benzothiazoline systems. Crystal structures and theoretical calculations
  作者：Emerson Meyer、Antonio C Joussef、Hugo Gallardo、Adailton J Bortoluzzi、Ricardo L Longo

  DOI：10.1016/j.tet.2003.10.066

  日期：2003.12

  Intramolecular nonbonded interactions have been observed in the crystalline structures of 6-ethoxy-2-trifluoroacetylimino-benzothiazoline (4) ((SO)-O-... close contact) and 6-ethoxy-2-trifluorothioacetyliminobenzothiazoline (5) ((SS)-S-... close contact). Density functional B3LYP/6-311G** calculations were performed for all conformers and tautomers of 4 and 5 in order to explain the preference for the (SO)-O-... and (SS)-S-... close contact structures. The calculations agree with the observed crystallographic structures only when solvent effects are included via a continuum model, thus showing the importance of the solvent effects to establish the correct relative energies. (C) 2003 Elsevier Ltd. All rights reserved.