vinamidinium chloride | 1007601-44-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: vinamidinium chloride
• 英文别名: [(E)-3-(diethylamino)prop-2-enylidene]-diethylazanium;chloride
• CAS: 1007601-44-6
• 化学式: C₁₁H₂₃N₂*Cl
• 分子量: 218.77
• InChiKey: RDYLJEVHUIXKIZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.03
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  6.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二苯基乙酮 、 vinamidinium chloride 在 双(三甲基硅烷基)氨基钾 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 15.5h， 以47%的产率得到(2E,4E)-5-(diethylamino)-1,2-diphenylpenta-2,4-dien-1-one
  参考文献：
  名称：

  Reaction of Aldimine Anions with Vinamidinium Chloride:  Three-Component Access to 3-Alkylpyridines and 3-Alkylpyridinium Salts and Access to 2-Alkyl Glutaconaldehyde Derivatives

  摘要：

  [GRAPHICS]N-tert-Butylimino derivatives of aldehydes were deprotonated with LDA and reacted with vinamidinium chloride to give 2-alkylaminopentadienimine derivatives, which were isolated as their corresponding hydrochloride in 68-81% yield. Reaction of these derivatives with ammonium acetate or salts of primary amines, in n-butanol at 80 degrees C, afforded the corresponding 3-alkylpyridines or 3-alkylpyridinium salts in high yield. Alkaline hydrolysis of 2-alkylaminopentadieneimine derivatives allowed a practical accesss to potassium salts of 2-alkylglutaconaldehyde.

  DOI：

  10.1021/jo702311k
• 作为产物：
  描述：

  (E)-3-(diethylamino)acrylaldehyde 、 二乙胺盐酸盐 以 正丁醇 为溶剂， 反应 15.0h， 以88%的产率得到vinamidinium chloride
  参考文献：
  名称：

  Reaction of Aldimine Anions with Vinamidinium Chloride:  Three-Component Access to 3-Alkylpyridines and 3-Alkylpyridinium Salts and Access to 2-Alkyl Glutaconaldehyde Derivatives

  摘要：

  [GRAPHICS]N-tert-Butylimino derivatives of aldehydes were deprotonated with LDA and reacted with vinamidinium chloride to give 2-alkylaminopentadienimine derivatives, which were isolated as their corresponding hydrochloride in 68-81% yield. Reaction of these derivatives with ammonium acetate or salts of primary amines, in n-butanol at 80 degrees C, afforded the corresponding 3-alkylpyridines or 3-alkylpyridinium salts in high yield. Alkaline hydrolysis of 2-alkylaminopentadieneimine derivatives allowed a practical accesss to potassium salts of 2-alkylglutaconaldehyde.

  DOI：

  10.1021/jo702311k

文献信息

• Reaction of Aldimine Anions with Vinamidinium Chloride:  Three-Component Access to 3-Alkylpyridines and 3-Alkylpyridinium Salts and Access to 2-Alkyl Glutaconaldehyde Derivatives
  作者：Jean-Charles Wypych、Tuan Minh Nguyen、Michel Bénéchie、Christian Marazano

  DOI：10.1021/jo702311k

  日期：2008.2.1

  [GRAPHICS]N-tert-Butylimino derivatives of aldehydes were deprotonated with LDA and reacted with vinamidinium chloride to give 2-alkylaminopentadienimine derivatives, which were isolated as their corresponding hydrochloride in 68-81% yield. Reaction of these derivatives with ammonium acetate or salts of primary amines, in n-butanol at 80 degrees C, afforded the corresponding 3-alkylpyridines or 3-alkylpyridinium salts in high yield. Alkaline hydrolysis of 2-alkylaminopentadieneimine derivatives allowed a practical accesss to potassium salts of 2-alkylglutaconaldehyde.