3-oxo-2-phenylphydrazono-3-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]propanal | 436850-02-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-oxo-2-phenylphydrazono-3-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]propanal
• 英文别名: 3-(3-methyl-6-phenylimidazo[2,1-b][1,3]thiazol-2-yl)-3-oxo-2-(phenylhydrazinylidene)propanal
• CAS: 436850-02-1
• 化学式: C₂₁H₁₆N₄O₂S
• 分子量: 388.45
• InChiKey: NDTUQDFJFWFEGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  75.83
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-oxo-2-phenylphydrazono-3-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]propanal 在 sodium ethanolate 、 二甲胺 作用下， 以 乙醇 为溶剂， 反应 28.0h， 生成 ethyl 1,6-dihydro-3-[2-(3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazoloyl)]-6-oxo-1-phenylpyridazine-5-carboxylate
  参考文献：
  名称：

  SYNTHESIS OF NEW PYRIDAZIN- 6-ONES, PYRIDAZIN-6-IMINES, 4-PYRIDAZINALS, AND PYRIDINES

  摘要：

  3-Dimethyl-1-[3-methyl-(4H)-5-phenylimidazol[2,1-b]thiazol-2-yl]prop-2-enone 4 couples smoothly with benzenediazonium chloride to yield propanal 5 which is a key intermediate for the synthesis of pyridazinones 9-13, 16 and pyridazine-6-imine 8, 19. Pentadienonitrile 18 was converted into pyridine-3-carbonitrile 20 on refluxing in ethanolic sodium ethoxide solution. Pyrazole 24 was synthesized from the reaction of 5 with 1-chloro-2-phenylhydrazono propan-2-one 22.

  DOI：

  10.1081/scc-120002134
• 作为产物：
  描述：

  1-(3-methyl-6-phenylimidazo[2,1-b]thiazol-2-yl)ethanone 在 sodium hydroxide 作用下， 以 乙醇 、 对二甲苯 为溶剂， 反应 3.0h， 生成 3-oxo-2-phenylphydrazono-3-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]propanal
  参考文献：
  名称：

  SYNTHESIS OF NEW PYRIDAZIN- 6-ONES, PYRIDAZIN-6-IMINES, 4-PYRIDAZINALS, AND PYRIDINES

  摘要：

  3-Dimethyl-1-[3-methyl-(4H)-5-phenylimidazol[2,1-b]thiazol-2-yl]prop-2-enone 4 couples smoothly with benzenediazonium chloride to yield propanal 5 which is a key intermediate for the synthesis of pyridazinones 9-13, 16 and pyridazine-6-imine 8, 19. Pentadienonitrile 18 was converted into pyridine-3-carbonitrile 20 on refluxing in ethanolic sodium ethoxide solution. Pyrazole 24 was synthesized from the reaction of 5 with 1-chloro-2-phenylhydrazono propan-2-one 22.

  DOI：

  10.1081/scc-120002134