N₂-(2-methoxyethyl)pyridine-2,3-diamine | 868628-98-2

• 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: N₂-(2-methoxyethyl)pyridine-2,3-diamine
• 英文别名: N2-(2-Methoxyethyl)-2,3-pyridinediamine；2-N-(2-methoxyethyl)pyridine-2,3-diamine
• CAS: 868628-98-2
• 化学式: C₈H₁₃N₃O
• 分子量: 167.211
• InChiKey: RZCMHQAESXUOOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  60.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  N₂-(2-methoxyethyl)pyridine-2,3-diamine 、 3,4-二甲基苯甲醛 以 甲醇 为溶剂， 以62%的产率得到2-(3,4-dimethylphenyl)-3-(2-methoxyethyl)-3H-imidazo[4,5-b]pyridine
  参考文献：
  名称：

  Preparation of 1-Alkyl-2-aryl-1H-imidazo[4,5-b]pyridines from 2-Alkylamino-3-aminopyridines and Aromatic Aldehydes Using Air as an Oxidant

  摘要：

  Attempted imine formation between 2-methoxyethylamino-3-aminopyridine (an exemplary 2-alkylamino-3-aminopyridine) and an array of aromatic aldehydes in methanol and ambient atmosphere led to the predominant formation of 1-methoxyethyl-2-aryl-1H-imidazo[4,5-b]pyridines. The reaction was found to be of immediate preparative importance in the six cases studied.

  DOI：

  10.3987/com-05-10447
• 作为产物：
  描述：

  N-(2-甲氧基乙基)-3-硝基吡啶-2-胺 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 45.0 ℃ 、600.0 kPa 条件下， 反应 6.0h， 以22.34 g的产率得到N₂-(2-methoxyethyl)pyridine-2,3-diamine
  参考文献：
  名称：

  Preparation of 1-Alkyl-2-aryl-1H-imidazo[4,5-b]pyridines from 2-Alkylamino-3-aminopyridines and Aromatic Aldehydes Using Air as an Oxidant

  摘要：

  Attempted imine formation between 2-methoxyethylamino-3-aminopyridine (an exemplary 2-alkylamino-3-aminopyridine) and an array of aromatic aldehydes in methanol and ambient atmosphere led to the predominant formation of 1-methoxyethyl-2-aryl-1H-imidazo[4,5-b]pyridines. The reaction was found to be of immediate preparative importance in the six cases studied.

  DOI：

  10.3987/com-05-10447

文献信息

• Expedient Entry into 1,4-Dihydroquinoxalines and Quinoxalines via a Novel Variant of Isocyanide-Based MCR
  作者：Mikhail Krasavin、Vladislav Parchinsky

  DOI：10.1055/s-2008-1032106

  日期：——

  A novel multicomponent reaction of o-phenylenediamines with aldehydes and isonitriles yields 1,4-dihydroquinoxalines. These intermediates are unstable under reaction conditions. They undergo oxidation with DDQ to furnish 33-54% isolated yields of the respective quinoxalines. This reaction is general for aromatic 1,2-diamines. Monoalkylated aryl 1,2-diamines lead to stable 1,4-dihydroquinoxalines.

  一种新的多组分反应将邻苯二胺与醛和异氰酸酯反应生成1,4-二氢喹喏啉。这些中间体在反应条件下不稳定。它们在DDQ的氧化作用下，提供了相应喹喏啉的33-54%分离收率。这种反应对于芳香族1,2-二胺是普遍适用的。单烷基化的芳基1,2-二胺则可导致稳定的1,4-二氢喹喏啉。
• Preparation of 1-Alkyl-2-aryl-1H-imidazo[4,5-b]pyridines from 2-Alkylamino-3-aminopyridines and Aromatic Aldehydes Using Air as an Oxidant
  作者：Mikhail Krasavin、Vladimir V. Kobak、Tatiana Y. Bondarenko、Dmitry V. Kravchenko

  DOI：10.3987/com-05-10447

  日期：——

  Attempted imine formation between 2-methoxyethylamino-3-aminopyridine (an exemplary 2-alkylamino-3-aminopyridine) and an array of aromatic aldehydes in methanol and ambient atmosphere led to the predominant formation of 1-methoxyethyl-2-aryl-1H-imidazo[4,5-b]pyridines. The reaction was found to be of immediate preparative importance in the six cases studied.