2-(2-hydroxyphenyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3(2H)-one | 1644489-85-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(2-hydroxyphenyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3(2H)-one
• 英文别名: 2-(2-Hydroxyphenyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-one；2-(2-hydroxyphenyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-one
• CAS: 1644489-85-9
• 化学式: C₁₁H₁₀N₂O₂S
• 分子量: 234.279
• InChiKey: UXYNZESLUFBWLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-[(2-oxo-2,3-dihydro-1-benzofuran-3-yl)sulfanyl]-4,5-dihydro-1H-imidazol-3-ium bromide 在 氨 作用下， 以 水 为溶剂， 反应 2.0h， 以70%的产率得到2-(2-hydroxyphenyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3(2H)-one
  参考文献：
  名称：

  Ring Transformation of the S-(2-Oxo-2,3-dihydro-1-benzofuran-3-yl)isothiuronium Bromides to 5-(2-Hydroxyphenyl)-2-imino-1,3-thiazolidin-4-ones

  摘要：

  Synthesis of thirteen substituted 5-(2-hydroxyethyl)-2-phenylimino-1,3-thiazolidin-4-ones is described starting from easily available and stable S-(2-oxo-2,3-dihydro-1-benzofuran-3-yl)isothiuronium bromides. The transformation proceeds under mild conditions, is very simple to perform, and is applicable to a wide range of substituents on isothiuronium moiety. Some 1,3-thiazolidin-4-ones show dynamic NMR behavior in solution because of prototropy tautomerism and E-/Z-stereoisomerism. Thermochromic behavior was observed for all synthesized compound.

  DOI：

  10.3987/com-14-12967

文献信息

• Ring Transformation of the S-(2-Oxo-2,3-dihydro-1-benzofuran-3-yl)isothiuronium Bromides to 5-(2-Hydroxyphenyl)-2-imino-1,3-thiazolidin-4-ones
  作者：Jiří Hanusek、Richard Kammel

  DOI：10.3987/com-14-12967

  日期：——

  Synthesis of thirteen substituted 5-(2-hydroxyethyl)-2-phenylimino-1,3-thiazolidin-4-ones is described starting from easily available and stable S-(2-oxo-2,3-dihydro-1-benzofuran-3-yl)isothiuronium bromides. The transformation proceeds under mild conditions, is very simple to perform, and is applicable to a wide range of substituents on isothiuronium moiety. Some 1,3-thiazolidin-4-ones show dynamic NMR behavior in solution because of prototropy tautomerism and E-/Z-stereoisomerism. Thermochromic behavior was observed for all synthesized compound.