spiro[5,5-dimethyl-1,3-dioxolan-4-one-2,9'-thioxanthene]

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: spiro[5,5-dimethyl-1,3-dioxolan-4-one-2,9'-thioxanthene]
• 英文别名: 5,5-Dimethylspiro[1,3-dioxolane-2,9'-thioxanthene]-4-one；5,5-dimethylspiro[1,3-dioxolane-2,9'-thioxanthene]-4-one
• 化学式: C₁₇H₁₄O₃S
• 分子量: 298.362
• InChiKey: VIMUZUBVSSXVPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  thioxanthene-9-thione 、 2-甲基-2-羟基丙酸 在 silver nitrate 、 三乙胺 作用下， 以 乙腈 为溶剂， 以84%的产率得到spiro[5,5-dimethyl-1,3-dioxolan-4-one-2,9'-thioxanthene]
  参考文献：
  名称：

  Silver Ion-mediated Desulfurization-Condensation of Thiocarbonyl Compounds

  摘要：

  The title reaction of N-hydroxybenzamide with aryl isothiocyanates; at ambient temperature gave 5-(arylimino)-3-phenyl-1,4,2-dioxazoles (1, 2) with elimination of Ag2S. The structure of 1 was determined by X-Ray crystal structure analysis. N-Hydroxybenzamide also reacted With diaryl thicketones to afford condensation products, 5,5-diaryl-3-phenyl-1,4,2-dioxazoles(3, 4). Desulfuations of diaryl thicketones with alpha-hydroxy acids and with salicylic acid gave in the same way 2,2-diaryl-5-phenyl-1-1,3-dioxolan-4-ones (5-8) and 2,2-diaryl-1,3-benzodioxan-4-ones (9-11), respectively. N-Phenylglycine and N-methylanthranilic acid gave similar types of condensation products (12,13).

  DOI：

  10.3987/com-01-9384

文献信息

• Silver Ion-mediated Desulfurization-Condensation of Thiocarbonyl Compounds
  作者：Isao Shibuya、Yasuo Gama、Masao Shimizu、Midori Goto

  DOI：10.3987/com-01-9384

  日期：——

  The title reaction of N-hydroxybenzamide with aryl isothiocyanates; at ambient temperature gave 5-(arylimino)-3-phenyl-1,4,2-dioxazoles (1, 2) with elimination of Ag2S. The structure of 1 was determined by X-Ray crystal structure analysis. N-Hydroxybenzamide also reacted With diaryl thicketones to afford condensation products, 5,5-diaryl-3-phenyl-1,4,2-dioxazoles(3, 4). Desulfuations of diaryl thicketones with alpha-hydroxy acids and with salicylic acid gave in the same way 2,2-diaryl-5-phenyl-1-1,3-dioxolan-4-ones (5-8) and 2,2-diaryl-1,3-benzodioxan-4-ones (9-11), respectively. N-Phenylglycine and N-methylanthranilic acid gave similar types of condensation products (12,13).