1-Butyl-2-[2-(2H-imidazol-2-ylidene)ethylidene]-1,2-dihydropyridine | 142702-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-Butyl-2-[2-(2H-imidazol-2-ylidene)ethylidene]-1,2-dihydropyridine
• 英文别名: 1-butyl-2-(2-imidazol-2-ylideneethylidene)pyridine
• CAS: 142702-16-7
• 化学式: C₁₄H₁₇N₃
• 分子量: 227.309
• InChiKey: MVUJONDNKIRVHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  28
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 Amberlite IRA-401 (OH(-) form) 作用下， 以 乙醇 为溶剂， 以100%的产率得到1-Butyl-2-[2-(2H-imidazol-2-ylidene)ethylidene]-1,2-dihydropyridine
  参考文献：
  名称：

  Heterocyclic betaines. 14. (E)-1-Alkyl-[2-(imidazol-2-ylidene)ethylidene]dihydropyridines with a betaine character. An improved protocol for a Knoevenagel-type condensation for synthesis of (E)-1-alkyl-[2-(1H-imidazol-2-yl)vinyl]pyridinium salts

  摘要：

  A novel class of aza analogues of (E)-stilbene, the (E)-1-alkyl-[2-(imidazol-2-ylidene)ethylidene]dihydropyridines 4A <-> 4B, 5A <-> 5B, have been studied. They were synthesized by a convenient two-steps procedure. In each of the steps, the necessary basic reaction medium has been generated by a strong basic ion-exchange resin (OH- form). Thus, a modified protocol of the Knoevenagel condensation has been applied to preparation of the title (imidazolylvinyl)pyridinium salts, deprotonation of which yields several examples of compounds 4 and 5. The betaine character of 4 and 5 is well reflected by their physicochemical properties and reactivity toward electrophiles (Mel).

  DOI：

  10.1021/jo00044a015

文献信息

• Heterocyclic betaines. 14. (E)-1-Alkyl-[2-(imidazol-2-ylidene)ethylidene]dihydropyridines with a betaine character. An improved protocol for a Knoevenagel-type condensation for synthesis of (E)-1-alkyl-[2-(1H-imidazol-2-yl)vinyl]pyridinium salts
  作者：Ermitas Alcalde、Tomas Roca

  DOI：10.1021/jo00044a015

  日期：1992.8

  A novel class of aza analogues of (E)-stilbene, the (E)-1-alkyl-[2-(imidazol-2-ylidene)ethylidene]dihydropyridines 4A <-> 4B, 5A <-> 5B, have been studied. They were synthesized by a convenient two-steps procedure. In each of the steps, the necessary basic reaction medium has been generated by a strong basic ion-exchange resin (OH- form). Thus, a modified protocol of the Knoevenagel condensation has been applied to preparation of the title (imidazolylvinyl)pyridinium salts, deprotonation of which yields several examples of compounds 4 and 5. The betaine character of 4 and 5 is well reflected by their physicochemical properties and reactivity toward electrophiles (Mel).