2-[p-(N,N-diethylamino)phenyl]phthalimidine | 102016-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[p-(N,N-diethylamino)phenyl]phthalimidine
• 英文别名: 2-(4-diethylamino-phenyl)-isoindolin-1-one；2-(4-Diaethylamino-phenyl)-isoindolin-1-on；2-[4-(diethylamino)phenyl]-3H-isoindol-1-one
• CAS: 102016-17-1
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: JYZWQWMQCBYXGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻苯二甲醛 、 N,N-二乙基对苯二胺 在 T406石油添加剂 、 2-巯基乙醇 作用下， 以 乙腈 为溶剂， 反应 13.0h， 以72%的产率得到2-[p-(N,N-diethylamino)phenyl]phthalimidine
  参考文献：
  名称：

  Application of the Mild-Condition Phthalimidine Synthesis with Use of 1,2,3-1H-Benzotriazole and 2-Mercaptoethanol as Dual Synthetic Auxiliaries. Effective Synthesis of Phthalimidines Possessing a Variety of Substituents at 2-Position

  摘要：

  The mild-condition phthalimidine synthesis based on Mannich type 1:1 condensation reaction between o-phthalaldehyde with a variety of primary amines in the presence of excess 2-mercaptoethanol and 1,2,3-1H-benzotriazole as "dual synthetic auxiliaries" in MeCN for 13 h at room temperature afford 2-substituted phthalimidines (2,3-dihydroisoindol-1-one) in fair to good isolated yields.

  DOI：

  10.3987/com-15-s(t)38

文献信息

• Preparation of phthalimidines
  申请人：DU PONT

  公开号：US02841591A1

  公开（公告）日：1958-07-01
• Preparation of 2-Substituted 1,3-Bis(benzotriazol-1-yl)isoindolines by the Double Mannich Condensation Reaction of o-Phthalaldehyde with Primary Amines in the Presence of 1,2,3-1H-Benzotriazole
  作者：Ichiro Takahashi、Mikio Tsuzuki、Hiroshi Yokota、Toshio Morita、Hidehiko Kitajima、Kimio Isa

  DOI：10.3987/com-95-7219

  日期：——

  The preparation of isoindolines (1,3-dihydro-2H-isoindoles) possessing two reactive centers as mixed animals is investigated.; In the double Mannich condensation reaction of o-phthalaldehyde with a variety of primary amines in the presence of 1,2,3-1H-benzotriazole (Bt-H) in MeCN, Bt-substituted isoindolines are obtained in fair to good yields when anilines are used as amines.
• Application of the Mild-Condition Phthalimidine Synthesis with Use of 1,2,3-1H-Benzotriazole and 2-Mercaptoethanol as Dual Synthetic Auxiliaries. Effective Synthesis of Phthalimidines Possessing a Variety of Substituents at 2-Position
  作者：Ichiro Takahashi、Teruki Kawakami、Etsushi Hirano、Mako Kimino、Shigeki Kamimura、Takayuki Miwa、Takanori Tamura、Ryo Tazaki、Hidehiko Kitajima、Minoru Hatanaka、Shinzo Hosoi、Kimio Isa

  DOI：10.3987/com-15-s(t)38

  日期：——

  The mild-condition phthalimidine synthesis based on Mannich type 1:1 condensation reaction between o-phthalaldehyde with a variety of primary amines in the presence of excess 2-mercaptoethanol and 1,2,3-1H-benzotriazole as "dual synthetic auxiliaries" in MeCN for 13 h at room temperature afford 2-substituted phthalimidines (2,3-dihydroisoindol-1-one) in fair to good isolated yields.