7-methyl-2-azafluorenone | 114995-36-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-methyl-2-azafluorenone
• 英文别名: 7-Methylindeno[2,1-c]pyridin-9-one
• CAS: 114995-36-7
• 化学式: C₁₃H₉NO
• 分子量: 195.221
• InChiKey: IUSUTRIJVXPSJY-UHFFFAOYSA-N

物化性质

• 熔点：
  130-132 °C
• 沸点：
  388.5±21.0 °C(predicted)
• 密度：
  1.264±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-O-ethyl 3-O-methyl pyridin-1-ium-1,3-dicarboxylate;chloride 在 邻四氯苯醌 、 PPA 、 Polyphosphoric acid (PPA) 、 lithium chloride 、 锌 作用下， 反应 2.0h， 生成 7-methyl-2-azafluorenone
  参考文献：
  名称：

  Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines

  摘要：

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.

  DOI：

  10.3987/com-92-6199

文献信息

• Synthesis of Azafluorenones using Zeolites.
  作者：R. Sreekumar、P. Rugmini、R. Padmakumar

  DOI：10.1080/00397919808007183

  日期：1998.6

  Abstract A convenient method for the synthesis of various azafluorenones (2a-f & 4a-d) by cyclization of substituted arylpyridines (1a-f & 3a-d) using zeolites are described.

  摘要描述了使用沸石环化取代的芳基吡啶 (1a-f & 3a-d) 合成各种氮杂芴酮 (2a-f & 4a-d) 的简便方法。
• A general synthesis of substituted fluorenones and azafluorenones
  作者：Evan P. Kyba、Shiuh Tzung Liu、Kannappan Chockalingam、B. Raghava Reddy

  DOI：10.1021/jo00250a019

  日期：1988.7
• KYBA, EVAN P.;LIU, SHIUH-TZUNG;CHOCKALINGAM, KANNAPPAN;REDDY, B. RAGHAVA, J. ORG. CHEM., 53,(1988) N 15, C. 3513-3521
  作者：KYBA, EVAN P.、LIU, SHIUH-TZUNG、CHOCKALINGAM, KANNAPPAN、REDDY, B. RAGHAVA

  DOI：——

  日期：——
• Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines
  作者：Min-Jen Shiao、Kang-Hsiuan Liu、Pen-Yuan Lin

  DOI：10.3987/com-92-6199

  日期：——

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.