5-amino-7-diallylamino-2-methyl-2,4-dithiophen-2-yl-1,2-dihydro[1,6]naphthyridine-8-carbonitrile | 1319212-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-amino-7-diallylamino-2-methyl-2,4-dithiophen-2-yl-1,2-dihydro[1,6]naphthyridine-8-carbonitrile
• 英文别名: 5-amino-7-[bis(prop-2-enyl)amino]-2-methyl-2,4-dithiophen-2-yl-1H-1,6-naphthyridine-8-carbonitrile
• CAS: 1319212-12-8
• 化学式: C₂₄H₂₃N₅S₂
• 分子量: 445.612
• InChiKey: VSYPUDFGNFLEKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-乙酰基噻吩 、 丙二腈 、 二烯丙基胺 以 水 为溶剂， 反应 3.0h， 以90%的产率得到5-amino-7-diallylamino-2-methyl-2,4-dithiophen-2-yl-1,2-dihydro[1,6]naphthyridine-8-carbonitrile
  参考文献：
  名称：

  An Expeditious and Efficient Synthesis of Highly Functionalized [1,6]-Naphthyridines under Catalyst-Free Conditions in Aqueous Medium

  摘要：

  This is the first report of an Innovative, one-pot, catalyst-free, pseudo-five-component synthesis of 1,2-dihydro[1,6]naphthyridines from methyl ketones, amines, and malononitrile In ecofriendly solvent water. The protocol avoids the use of expensive catalysts, toxic organic solvents and anhydrous condition. The approach to naphthyridines presented herein offers for the first time an unprecedented coupling which leads to the construction of both the nitrogen containing rings during the synthesis without starting from any nitrogen-containing heterocycle moiety.

  DOI：

  10.1021/ol201877v

文献信息

• An Expeditious and Efficient Synthesis of Highly Functionalized [1,6]-Naphthyridines under Catalyst-Free Conditions in Aqueous Medium
  作者：Chhanda Mukhopadhyay、Paramita Das、Ray J. Butcher

  DOI：10.1021/ol201877v

  日期：2011.9.2

  This is the first report of an Innovative, one-pot, catalyst-free, pseudo-five-component synthesis of 1,2-dihydro[1,6]naphthyridines from methyl ketones, amines, and malononitrile In ecofriendly solvent water. The protocol avoids the use of expensive catalysts, toxic organic solvents and anhydrous condition. The approach to naphthyridines presented herein offers for the first time an unprecedented coupling which leads to the construction of both the nitrogen containing rings during the synthesis without starting from any nitrogen-containing heterocycle moiety.