1H-Imidazolium, 1-methyl-,3-[3,3-dicyano-1-(ethoxycarbonyl)-2-(methylthio)-2-propenylide] | 139038-43-0

• 英文名称: 1H-Imidazolium, 1-methyl-,3-[3,3-dicyano-1-(ethoxycarbonyl)-2-(methylthio)-2-propenylide]
• 英文别名: 1-methylimidazolium N-(3,3-dicyano-1-ethoxycarbonyl-2-methylthio)allylide
• CAS: 139038-43-0
• 化学式: C₁₃H₁₄N₄O₂S
• 分子量: 290.346
• InChiKey: MUSRISMEAASOQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1H-Imidazolium, 1-methyl-,3-[3,3-dicyano-1-(ethoxycarbonyl)-2-(methylthio)-2-propenylide] 以 various solvent(s) 为溶剂， 反应 24.0h， 以30%的产率得到6-cyano-1,7-dihydro-4-ethoxycarbonyl-7-imino-1-methyl-5-methylthioimidazo<1,2-a>pyridin-3a-ium-4-ide
  参考文献：
  名称：

  A Novel 1,6-Cyclization of Imidazolium N-Allylides (2): Formation of the Mesomeric Betaine, 7-Iminoimidazo[1,2-a]pyridiniumide

  摘要：

  Treatment of imidazolium N-allylide (3) in refluxing 1,2,4-trimethylbenzene resulted in 1,6-cyclization to give the mesomeric betaine, 7-iminoimidazo[1,2-a]pyridiniumide (4). On the other hand, heating of 1-cyanoimidoylmethylimidazolium N-ylide (6) in refluxing 1,2,4-trimethylbenzene underwent 1,6-cyclization and debenzylation to give 8-aminoimidazo [1,2-a]pyrazine (7). Furthermore, treatment of the imidazolium salt (1a) and ethyl ethoxymethylenenitroacetate (2d) with K2CO3 in DMSO afforded the mesomeric betaine, imidazo[1,2-a]pyridiniumide (12), whereas the reaction of 1a and nitroketene dithioacetal (2e) with K2CO3 in DMSO resulted in 1,5-dipolar cyclization to produce pyrrolo[1,2-a]imidazole (13) and pyrrolo[1,2-a]pyrazine (14).

  DOI：

  10.3987/com-91-5854
• 作为产物：
  描述：

  1-ethoxycarbonylmethyl-3-methylimidazolium bromide 、 [双(甲硫基)亚甲基]丙烷二腈 在 potassium carbonate 作用下， 以 氯仿 为溶剂， 反应 168.0h， 以96%的产率得到1H-Imidazolium, 1-methyl-,3-[3,3-dicyano-1-(ethoxycarbonyl)-2-(methylthio)-2-propenylide]
  参考文献：
  名称：

  A Novel 1,6-Cyclization of Imidazolium N-Allylides (2): Formation of the Mesomeric Betaine, 7-Iminoimidazo[1,2-a]pyridiniumide

  摘要：

  Treatment of imidazolium N-allylide (3) in refluxing 1,2,4-trimethylbenzene resulted in 1,6-cyclization to give the mesomeric betaine, 7-iminoimidazo[1,2-a]pyridiniumide (4). On the other hand, heating of 1-cyanoimidoylmethylimidazolium N-ylide (6) in refluxing 1,2,4-trimethylbenzene underwent 1,6-cyclization and debenzylation to give 8-aminoimidazo [1,2-a]pyrazine (7). Furthermore, treatment of the imidazolium salt (1a) and ethyl ethoxymethylenenitroacetate (2d) with K2CO3 in DMSO afforded the mesomeric betaine, imidazo[1,2-a]pyridiniumide (12), whereas the reaction of 1a and nitroketene dithioacetal (2e) with K2CO3 in DMSO resulted in 1,5-dipolar cyclization to produce pyrrolo[1,2-a]imidazole (13) and pyrrolo[1,2-a]pyrazine (14).

  DOI：

  10.3987/com-91-5854