3-formamidomethylisoquinoline | 157405-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-formamidomethylisoquinoline
• 英文别名: N-(isoquinolin-3-ylmethyl)formamide
• CAS: 157405-78-2
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: ANGUQIYHTAKLMV-UHFFFAOYSA-N

物化性质

• 沸点：
  450.7±28.0 °C(predicted)
• 密度：
  1.195±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-formamidomethylisoquinoline 在 三乙胺 、 三氯氧磷 作用下， 生成 C₁₁H₈N₂
  参考文献：
  名称：

  Formation of imidazopyridines by the phase transfer catalyzed reaction of .alpha.-(aminomethyl)pyridines and CHCl3 with alkaline hydroxide

  摘要：

  The reaction of chloroform with 2-(aminomethyl)pyridine (1) under basic phase-transfer catalysis affords the highly fluorescent imidazo[1,5-alpha]pyridine (2) in 25% isolated yield. Despite the formation of considerable tarry residue, GC-MS indicates that the volatile fraction of the reaction is simple and consists of 2 and two minor residue, GC-MS indicates that the volatile fraction of the reaction is simple and consists of 2 and two minor components identified as N-(2-pyridylmethyl)formamide (6) and (2-pyridylmethyl)isonitrile (7). The basic phase transfer catalyzed reaction of chloroform with a series of alpha-(aminomethyl)azanaphthalenes was found to be general and yield the corresponding annulated imidazo derivaties in comparable yields. Despite product yields in the 25% range, GC of the reaction mixtures indicates that the volatile fractions generally consist of residual starting aminomethyl compound, the imidazo product, and a minor amount of the (alpha-azanaphthylmethyl)formamide. However, 3-(aminomethyl)isoquinoline (18) failed to provide any of the expected imidazo[1,5-b]isoquinoline (19). The failure to detect 19 was investigated.

  DOI：

  10.1021/jo00007a028
• 作为产物：
  描述：

  1,2,3,4-四氢异喹啉-3-羧酸甲酯 在 palladium on activated charcoal 盐酸 、 palladium on activated charcoal 、 TEA 、 氨 、 氢气 、 三乙胺 、 三氟乙酸酐 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 xylene 为溶剂， 25.0 ℃ 、206.84 kPa 条件下， 反应 4.03h， 生成 3-formamidomethylisoquinoline
  参考文献：
  名称：

  Langry, Kevin C., Organic Preparations and Procedures International, 1994, vol. 26, # 4, p. 429 - 438

  摘要：

  DOI：

文献信息

• Langry Kevin C., Org. Prep. and Proced. Int, 26 (1994) N 4, S 429-438
  作者：Langry Kevin C.

  DOI：——

  日期：——
• Langry, Kevin C., Organic Preparations and Procedures International, 1994, vol. 26, # 4, p. 429 - 438
  作者：Langry, Kevin C.

  DOI：——

  日期：——
• Formation of imidazopyridines by the phase transfer catalyzed reaction of .alpha.-(aminomethyl)pyridines and CHCl3 with alkaline hydroxide
  作者：Kevin C. Langry

  DOI：10.1021/jo00007a028

  日期：1991.3

  The reaction of chloroform with 2-(aminomethyl)pyridine (1) under basic phase-transfer catalysis affords the highly fluorescent imidazo[1,5-alpha]pyridine (2) in 25% isolated yield. Despite the formation of considerable tarry residue, GC-MS indicates that the volatile fraction of the reaction is simple and consists of 2 and two minor residue, GC-MS indicates that the volatile fraction of the reaction is simple and consists of 2 and two minor components identified as N-(2-pyridylmethyl)formamide (6) and (2-pyridylmethyl)isonitrile (7). The basic phase transfer catalyzed reaction of chloroform with a series of alpha-(aminomethyl)azanaphthalenes was found to be general and yield the corresponding annulated imidazo derivaties in comparable yields. Despite product yields in the 25% range, GC of the reaction mixtures indicates that the volatile fractions generally consist of residual starting aminomethyl compound, the imidazo product, and a minor amount of the (alpha-azanaphthylmethyl)formamide. However, 3-(aminomethyl)isoquinoline (18) failed to provide any of the expected imidazo[1,5-b]isoquinoline (19). The failure to detect 19 was investigated.