ethyl 2-oxo-5-phenylazo-6-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]-4H-pyrane-3-carboxylate | 436850-13-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-oxo-5-phenylazo-6-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]-4H-pyrane-3-carboxylate
• 英文别名: Ethyl 6-(3-methyl-6-phenylimidazo[2,1-b][1,3]thiazol-2-yl)-2-oxo-5-phenyldiazenylpyran-3-carboxylate
• CAS: 436850-13-4
• 化学式: C₂₆H₂₀N₄O₄S
• 分子量: 484.535
• InChiKey: SBPOQNKNBREARO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 2-oxo-5-phenylazo-6-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]-4H-pyrane-3-carboxylate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 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：

  5-乙酰基-2-氨基-4-甲基噻唑 在 sodium hydroxide 、 二甲胺 作用下， 以 乙醇 、 对二甲苯 、 正丁醇 为溶剂， 反应 27.0h， 生成 ethyl 2-oxo-5-phenylazo-6-[3-methyl-(4H)-5-phenylimidazo[2,1-b]thiazol-2-yl]-4H-pyrane-3-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