4-(2-benzothiazolyl)-3-trifluoromethyl-1H-pyrimido[6,1-b][1,3]benzothiazol-1-one

• 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: 4-(2-benzothiazolyl)-3-trifluoromethyl-1H-pyrimido[6,1-b][1,3]benzothiazol-1-one
• 英文别名: 4-(1,3-Benzothiazol-2-yl)-3-(trifluoromethyl)pyrimido[6,1-b][1,3]benzothiazol-1-one
• 化学式: C₁₈H₈F₃N₃OS₂
• 分子量: 403.408
• InChiKey: XFMUQWDNLPFYSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  99.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,2'-亚甲基双苯并噻唑 在 三乙胺 作用下， 以 邻二甲苯 、 甲苯 为溶剂， 反应 60.0h， 生成 4-(2-benzothiazolyl)-3-trifluoromethyl-1H-pyrimido[6,1-b][1,3]benzothiazol-1-one
  参考文献：
  名称：

  Heterocyclizations of Functionalized Heterocumulenes with C,N- and C,O-Dinucleophiles: II.* Reaction of 1-Chloro- and 1,1-Dichloroalkyl Isocyanates and 1-Chloroalkylidenecarbamates with 2-Bensothiazolylacetonitrile, 2-Benzothiazolylacetates, and Bis(2-benzothiazolyl)methane

  摘要：

  1-Chloroalkyl isocyanates react with 2-R-methylbenzothiazoles [R = CN, C(O)OAlk, 2-benzothiazolyl] in the presence of triethylamine to give 4-R-2,3-dihydro-1H-pyrimido[6,1-b][1,3]benzothiazol-1-ones. The same reaction at elevated temperature in the absence of a base yields isomeric 4-R-2,3-dihydro-1H-pyrimido[6,1-b][1,3]benzothiazol-3-ones. 4-R-1H-pyrimido[6,1-b][1,3]benzothiazol-1-ones are formed in the reaction of 1,1-dichloroalkyl isocyanates or methyl 1-chloroalkylidenecarbamates with 2-benzothiazolylacetonitrile or bis(2-benzothiazolyl)methane.

  DOI：

  10.1023/b:rujo.0000019744.08100.85

文献信息

• Heterocyclizations of Functionalized Heterocumulenes with C,N- and C,O-Dinucleophiles: II.* Reaction of 1-Chloro- and 1,1-Dichloroalkyl Isocyanates and 1-Chloroalkylidenecarbamates with 2-Bensothiazolylacetonitrile, 2-Benzothiazolylacetates, and Bis(2-benzothiazolyl)methane
  作者：M. V. Vovk、P. S. Lebed'、V. A. Sukach、M. Yu. Kornilov

  DOI：10.1023/b:rujo.0000019744.08100.85

  日期：2003.12

  1-Chloroalkyl isocyanates react with 2-R-methylbenzothiazoles [R = CN, C(O)OAlk, 2-benzothiazolyl] in the presence of triethylamine to give 4-R-2,3-dihydro-1H-pyrimido[6,1-b][1,3]benzothiazol-1-ones. The same reaction at elevated temperature in the absence of a base yields isomeric 4-R-2,3-dihydro-1H-pyrimido[6,1-b][1,3]benzothiazol-3-ones. 4-R-1H-pyrimido[6,1-b][1,3]benzothiazol-1-ones are formed in the reaction of 1,1-dichloroalkyl isocyanates or methyl 1-chloroalkylidenecarbamates with 2-benzothiazolylacetonitrile or bis(2-benzothiazolyl)methane.