13-acetyl-9-methyl-11-thioxo-8-oxa-10,12-diazatricyclo<7.3.1.0^2,7>trideca-2,4,6-triene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 13-acetyl-9-methyl-11-thioxo-8-oxa-10,12-diazatricyclo<7.3.1.0^2,7>trideca-2,4,6-triene
• 英文别名: 1-(2-methyl-4-thioxo-3,4,5,6-tetrahydro-2H-2,6-methano[1,3,5]benzoxadiazocin-148311-yl)ethanone；1-(9-Methyl-11-sulfanylidene-8-oxa-10,12-diazatricyclo[7.3.1.0^2,7^]trideca-2,4,6-trien-13-yl)ethan-1-one；1-[(1R,9R,13S)-9-methyl-11-sulfanylidene-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6-trien-13-yl]ethanone
• 化学式: C₁₃H₁₄N₂O₂S
• 分子量: 262.332
• InChiKey: OLNNCTMDGVOFMI-GMXVVIOVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  13-acetyl-9-methyl-11-thioxo-8-oxa-10,12-diazatricyclo<7.3.1.0^2,7>trideca-2,4,6-triene 在 甲酸 、 三乙胺 作用下， 以 异丙醇 、 甲苯 为溶剂， 反应 16.0h， 生成 (2Z)-13-acetyl-2-benzylidene-5-methyl-5H,11H-5,11-methano[1,3]thiazolo[2,3-d][1,3,5]benzoxadiazocin-1-one
  参考文献：
  名称：

  甲基苯并[g]噻唑并[2,3-d] [1,3,5]恶二唑新亚烷基衍生物的合成与结构

  摘要：

  合成了新的三环噻唑并[2,3- d ] [1,3,5]恶二唑啉的亚苄基和呋喃叉衍生物，并通过1 H和13 C NMR谱证实了其结构。结果表明，11 H -5,11,5-戊烷-[1,1,5]三基[1,3]噻唑洛[2,3- d ]-[1,3,5]恶二唑-1的亚烷基衍生物-Z作为Z-异构体和E-异构体的混合物获得。异构体混合物的重结晶提供了主要的Z-异构体，其结构已通过X射线结构分析确定。

  DOI：

  10.1007/s10593-016-1886-7
• 作为产物：
  描述：

  水杨醛 、 硫脲 、 乙酰丙酮 在 盐酸 作用下， 以 甲醇 为溶剂， 以34%的产率得到13-acetyl-9-methyl-11-thioxo-8-oxa-10,12-diazatricyclo<7.3.1.0^2,7>trideca-2,4,6-triene
  参考文献：
  名称：

  Rehani, Rajeev; Shah, A. C.; Arya, V. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 8, p. 775 - 778

  摘要：

  DOI：

文献信息

• PdO-Catalyzed Synthesis of Tricyclic Compounds Using Biginelli-Like Reaction
  作者：Xiaobi Jing、Zhen Li、Xin Pan、Qing Wang、Chaoguo Yan、Hongxiang Zhu

  DOI：10.1080/00397910902838896

  日期：2009.10.12

  An efficient method has been successfully developed for the synthesis of oxygen-bridged pyrimidine tricyclic derivatives from salicylaldehyde, ethyl acetoacete, and urea catalyzed by PdO in very good yield. A series of different oxygen-bridged pyrimidine tricyclic derivatives has been synthesized, in which two compounds' x-ray crystal structure were obtained.
• Rehani, Rajeev; Shah, A. C.; Arya, V. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 8, p. 775 - 778
  作者：Rehani, Rajeev、Shah, A. C.、Arya, V. P.

  DOI：——

  日期：——
• Synthesis, Structure, and Antiradical Activity of New Methano[1,3]Thiazolo[2,3-d][1,3,5]Benzoxa-Diazocine Derivatives
  作者：I. V. Kulakov、S. A. Talipov、Z. T. Shulgau、T. M. Seilkhanov

  DOI：10.1007/s10593-014-1613-1

  日期：2015.1

  The reaction of 2,6-methano[1, 3, 5]benzoxadiazocines, obtained in Biginelli reaction, with chloroacetic acid derivatives produced previously unknown tricyclic methano[1,3]thiazolo[2,3-d][1,3,5]benz-oxadiazocines, the structure of which was proved by (1)De NMR spectroscopy and X-ray structural analysis. The methano[1,3]thiazolo[2,3-d][1,3,5]benzoxadiazocines showed no antiradical activity in contrast to the starting 2,6-methano[1,3,5]benzoxadiazocines.
• Synthesis and structure of novel ylidene derivatives of methanobenzo[g]thiazolo[2,3-d][1,3,5]oxadiazocine
  作者：Ivan V. Kulakov、Diana N. Ogurtsova、Zarina T. Shulgau、Tulegen M. Seilkhanov、Yurii V. Gatilov

  DOI：10.1007/s10593-016-1886-7

  日期：2016.5

  Novel benzylidene and furylidene derivatives of tricyclic thiazolo[2,3-d][1,3,5]oxadiazocines were synthesized, and their structures were confirmed by 1H and 13C NMR spectroscopy. It was shown that ylidene derivatives of 11H-5,11,5-pentane-[1,1,5]triyl[1,3]thiazolo[2,3-d]-[1,3,5]oxadiazocin-1-one are obtained as a mixture of Z- and E-isomers. Recrystallization of the isomer mixture affords the major

  合成了新的三环噻唑并[2,3- d ] [1,3,5]恶二唑啉的亚苄基和呋喃叉衍生物，并通过1 H和13 C NMR谱证实了其结构。结果表明，11 H -5,11,5-戊烷-[1,1,5]三基[1,3]噻唑洛[2,3- d ]-[1,3,5]恶二唑-1的亚烷基衍生物-Z作为Z-异构体和E-异构体的混合物获得。异构体混合物的重结晶提供了主要的Z-异构体，其结构已通过X射线结构分析确定。