2,4-diamino-7-nitro-5-(phenylsulfanyl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile | 1373941-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,4-diamino-7-nitro-5-(phenylsulfanyl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile
• 英文别名: 2,4-diamino-7-nitro-5-(phenylthio)-5H-chromeno[2,3-b]pyridine-3-carbonitrile
• CAS: 1373941-21-9
• 化学式: C₁₉H₁₃N₅O₃S
• 分子量: 391.41
• InChiKey: WJDYGLCEFBUBGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  141.09
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  苯硫酚 、 5-硝基水杨醛 、 丙二腈 在 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.5h， 以78%的产率得到2,4-diamino-7-nitro-5-(phenylsulfanyl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile
  参考文献：
  名称：

  K₂CO₃-Mediated, One-Pot, Multicomponent Synthesis of Medicinally Potent Pyridine and Chromeno[2,3-b]pyridine Scaffolds

  摘要：

  An efficient one-pot, multicomponent synthesis of 3,5-dicyanopyridines has been developed from the reaction of malononitrile and different thiophenol or thiols with a variety of aldehydes (aromatic including hindered ones, heteroaromatic, and aliphatic) in the presence of 20 mol% of K2CO3 in refluxing 50% aqeuous ethanol. KMnO4 has been utilized as a readily available, inexpensive oxidant for the in situ transformation of the initially formed dihydropyridine intermediate. K2CO3 also mediates the one-pot formation of chromeno[2,3-b]pyridines from reaction of salicylaldehyde or its analogs with malononitrile and thiol or thiophenols. Both of these conditions also work equally well under 50-fold scale-up conditions.Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.555284

文献信息

• 2,4-Diamino-5-(phenylthio)-5H-chromeno [2,3-b] pyridine-3-carbonitriles as green and effective corrosion inhibitors: gravimetric, electrochemical, surface morphology and theoretical studies
  作者：Chandrabhan Verma、Lukman O. Olasunkanmi、I. B. Obot、Eno E. Ebenso、M. A. Quraishi

  DOI：10.1039/c6ra04900a

  日期：——

  The inhibition of mild steel corrosion in 1 M HCl by three newly synthesized 2,4-diamino-5-(phenylthio)-5H-chromeno[2,3-b]pyridine-3-carbonitriles was studied using the weight loss method, electrochemical techniques, surface morphology studies and theoretical methods.

  使用重量损失法、电化学技术、表面形态研究和理论方法，研究了三种新合成的2,4-二氨基-5-(苯硫基)-5H-色诺[2,3-b]吡啶-3-羧腈化合物对1 M HCl中轻度钢腐蚀的抑制作用。