6-amino-5-oxo-1H,5H-2,3-dihdyrothieno[3,4-d]-2-spiro[cyclopentane-1,2,4-triazolo[1,5-a]pyridine]-9-carbonitrile | 180905-15-1

• 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: 6-amino-5-oxo-1H,5H-2,3-dihdyrothieno[3,4-d]-2-spiro[cyclopentane-1,2,4-triazolo[1,5-a]pyridine]-9-carbonitrile
• 英文别名: 4-Amino-2-oxospiro[5-thia-1,10,12-triazatricyclo[7.3.0.03,7]dodeca-3,6,8-triene-11,1'-cyclopentane]-8-carbonitrile
• CAS: 180905-15-1
• 化学式: C₁₃H₁₃N₅OS
• 分子量: 287.345
• InChiKey: URVBCYLZVMQGRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (Z)-2-硝基乙烯苯 、 6-amino-5-oxo-1H,5H-2,3-dihdyrothieno[3,4-d]-2-spiro[cyclopentane-1,2,4-triazolo[1,5-a]pyridine]-9-carbonitrile 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 3.0h， 以71%的产率得到6-amino-7-nitro-5-oxo-8-phenylspiro[1,3-dihydro-[1,2,4]triazolo[1,5-b]isoquinoline-2,1'-cyclopentane]-10-carbonitrile
  参考文献：
  名称：

  A new synthesis for 1,2,4-triazolo[1,5-a]-pyridines and 1,2,4-triazolo[1,5-a]isoquinolines

  摘要：

  Condensation of cyano acid hydrazide 1 with cyclopentanone in refluxing ethanolic piperidine yields hydrazone 2. With mixtures of aliphatic aldehydes and different active methylene reagents, 2 reacts to 1,2,4-triazolo[1,5-a]pyridines (8a-f). Compound 2 also reacts with arylidenes 9a-g to give triazolopyridines 10a-g. Reaction of 2 with aromatic aldehydes affords compounds 13a-c. Diazotation of 2 with aryldiazonium chloride in ethanol at 0 degrees C leads to the azo adducts 15a-d. The thieno-1,2,4-triazolopyridine 16 is obtained by reaction of 8a with elementary sulfur. 16 undergoes cycloaddition with omega-nitrostyrene, maleic anhydride, N-arylmalemide, and acrylonitrile yielding the isoquinolines 21-24. All new compounds have been characterized by their IR, H-1 NMR, and mass spectra.

  DOI：

  10.1007/bf00844690
• 作为产物：
  描述：

  7-Methyl-5-oxospiro[1,3-dihydro-[1,2,4]triazolo[1,5-a]pyridine-2,1'-cyclopentane]-6,8-dicarbonitrile 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以73%的产率得到6-amino-5-oxo-1H,5H-2,3-dihdyrothieno[3,4-d]-2-spiro[cyclopentane-1,2,4-triazolo[1,5-a]pyridine]-9-carbonitrile
  参考文献：
  名称：

  Hussein; Sherif; Atalla, Polish Journal of Chemistry, 1996, vol. 70, # 7, p. 872 - 879

  摘要：

  DOI：

文献信息

• A new synthesis for 1,2,4-triazolo[1,5-a]-pyridines and 1,2,4-triazolo[1,5-a]isoquinolines
  作者：A. M. Hussein、S. M. Sherif、A. A. Atalla

  DOI：10.1007/bf00844690

  日期：1996.11

  Condensation of cyano acid hydrazide 1 with cyclopentanone in refluxing ethanolic piperidine yields hydrazone 2. With mixtures of aliphatic aldehydes and different active methylene reagents, 2 reacts to 1,2,4-triazolo[1,5-a]pyridines (8a-f). Compound 2 also reacts with arylidenes 9a-g to give triazolopyridines 10a-g. Reaction of 2 with aromatic aldehydes affords compounds 13a-c. Diazotation of 2 with aryldiazonium chloride in ethanol at 0 degrees C leads to the azo adducts 15a-d. The thieno-1,2,4-triazolopyridine 16 is obtained by reaction of 8a with elementary sulfur. 16 undergoes cycloaddition with omega-nitrostyrene, maleic anhydride, N-arylmalemide, and acrylonitrile yielding the isoquinolines 21-24. All new compounds have been characterized by their IR, H-1 NMR, and mass spectra.
• Hussein; Sherif; Atalla, Polish Journal of Chemistry, 1996, vol. 70, # 7, p. 872 - 879
  作者：Hussein、Sherif、Atalla

  DOI：——

  日期：——