7-methyl-2-(4-nitrophenyl)-3-nitrosoimidazo[1,2-a]pyridine | 93764-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-methyl-2-(4-nitrophenyl)-3-nitrosoimidazo[1,2-a]pyridine
• CAS: 93764-91-1
• 化学式: C₁₄H₁₀N₄O₃
• 分子量: 282.258
• InChiKey: ZGSNVVBKRFIHGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  92.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine 在 亚硝酸特丁酯 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以77%的产率得到7-methyl-2-(4-nitrophenyl)-3-nitrosoimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Catalyst-Free Regioselective C-3 Nitrosation of Imidazopyridines with tert-Butyl Nitrite under Neutral Conditions

  摘要：

  We have successfully developed a novel and efficient catalyst-free method for the synthesis of 3-nitroso-substituted imidazopyridines, from readily available imidazo[1,2-a]pyridines and tert-butyl nitrite, in good to excellent yields. Importantly, the use of transition-metal catalysts, stoichiometric amounts of acids, and toxic or potentially dangerous oxidants is avoided. This easy and practical method complements nitrosation reactions by expanding the scope and practicality, and should attract much attention in synthetic and pharmaceutical chemistry.

  DOI：

  10.1055/s-0035-1560508

文献信息

• Parkanyi, Cyril; Abdelhamid, Abdou O.; Cheng, John C. S., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1029 - 1032
  作者：Parkanyi, Cyril、Abdelhamid, Abdou O.、Cheng, John C. S.

  DOI：——

  日期：——
• PARKANYI, CYRIL;ABDELHAMID, ABDOU, O.;CHENG, J. C. S.;SHAWALI, AHMAD, S., J. HETEROCYCL. CHEM., 1984, 21, N 4, 1029-1032
  作者：PARKANYI, CYRIL、ABDELHAMID, ABDOU, O.、CHENG, J. C. S.、SHAWALI, AHMAD, S.

  DOI：——

  日期：——
• Catalyst-Free Regioselective C-3 Nitrosation of Imidazopyridines with tert-Butyl Nitrite under Neutral Conditions
  作者：Hua Wang、Daoshan Yang、Kelu Yan、Wei Wei、Yao Liu、Mengqi Zhang、Caixia Zhao、Laijin Tian

  DOI：10.1055/s-0035-1560508

  日期：——

  We have successfully developed a novel and efficient catalyst-free method for the synthesis of 3-nitroso-substituted imidazopyridines, from readily available imidazo[1,2-a]pyridines and tert-butyl nitrite, in good to excellent yields. Importantly, the use of transition-metal catalysts, stoichiometric amounts of acids, and toxic or potentially dangerous oxidants is avoided. This easy and practical method complements nitrosation reactions by expanding the scope and practicality, and should attract much attention in synthetic and pharmaceutical chemistry.