12-methyl-7-(p-methylphenyl)-10-oxo-indeno<1,2-b>-1,2,5-oxadiazolo<3,4-d>pyridine | 225795-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 12-methyl-7-(p-methylphenyl)-10-oxo-indeno<1,2-b>-1,2,5-oxadiazolo<3,4-d>pyridine
• 英文别名: 13-Methyl-7-(4-methylphenyl)-4-oxa-3,5,8-triazatetracyclo[7.7.0.02,6.011,16]hexadeca-1(9),2,5,7,11(16),12,14-heptaen-10-one
• CAS: 225795-66-4
• 化学式: C₂₀H₁₃N₃O₂
• 分子量: 327.342
• InChiKey: JLEOGDRRFITMKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  12-methyl-7-(p-methylphenyl)-10-oxo-indeno<1,2-b>-1,2,5-oxadiazolo<3,4-d>pyridine 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 以87%的产率得到10-hydroxy-12-methyl-7-(p-methylphenyl)indeno<1,2-b>-1,2,5-oxadiazolo<3,4-d>pyridine
  参考文献：
  名称：

  10-Hydroxy-7-arylindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines and 7-Aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines— Synthesis, Spectra, and Polymorphism

  摘要：

  The novel dyes 7-aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (4) and 7-aryl-10-hydroxyindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (5) have been prepared from acetophenone derivatives. While compounds (4) exhibit a dark red color, they are only weakly fluorescent Compounds (5) is fluorescent. Of interest is that 10-hydroxy-7-phenylindeno-[1,2-b]-1,2,5-oxadiazolo[3,4-d] pyridine (5a) can take four polymorphic forms in the solid state, of which two are yellow (designated as 5a-Y-1 and 5a-Y-2) and two are red (5a-R-1 and 5a-R-2). Two of them are interconvertible (yellow/red) upon exposure to different solvents. X-Ray crystal structure analysis of 5a-R-2 shows the phenyl ring and the indenooxadiazolopyridine ring to be coplanar.

  DOI：

  10.3987/com-98-s(h)88
• 作为产物：
  描述：

  3,4-bis(p-methylbenzoyl)-1,2,5-oxadiazole-N-oxide 在 PPA 、 乙酸酐 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 正丁醇 为溶剂， 反应 51.5h， 生成 12-methyl-7-(p-methylphenyl)-10-oxo-indeno<1,2-b>-1,2,5-oxadiazolo<3,4-d>pyridine
  参考文献：
  名称：

  10-Hydroxy-7-arylindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines and 7-Aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines— Synthesis, Spectra, and Polymorphism

  摘要：

  The novel dyes 7-aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (4) and 7-aryl-10-hydroxyindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines (5) have been prepared from acetophenone derivatives. While compounds (4) exhibit a dark red color, they are only weakly fluorescent Compounds (5) is fluorescent. Of interest is that 10-hydroxy-7-phenylindeno-[1,2-b]-1,2,5-oxadiazolo[3,4-d] pyridine (5a) can take four polymorphic forms in the solid state, of which two are yellow (designated as 5a-Y-1 and 5a-Y-2) and two are red (5a-R-1 and 5a-R-2). Two of them are interconvertible (yellow/red) upon exposure to different solvents. X-Ray crystal structure analysis of 5a-R-2 shows the phenyl ring and the indenooxadiazolopyridine ring to be coplanar.

  DOI：

  10.3987/com-98-s(h)88