3-Hydroxy-2-[(E)-3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-10H-acridin-9-one | 250645-07-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-Hydroxy-2-[(E)-3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-10H-acridin-9-one
• 英文别名: 3-hydroxy-2-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-10H-acridin-9-one
• CAS: 250645-07-9
• 化学式: C₂₃H₁₇NO₅
• 分子量: 387.392
• InChiKey: LAZQOIYSMWOMQS-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-2-[(E)-3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-10H-acridin-9-one 在 碘 作用下， 以 二甲基亚砜 为溶剂， 以80%的产率得到2-(4-hydroxy-3-methoxyphenyl)-11H-pyrano[3,2-b]acridine-4,6-dione
  参考文献：
  名称：

  A convenient regioselective synthesis of pyrano[3,2-b]acridones involving nucleophilic addition to benzyne

  摘要：

  Acridone 8 was prepared by the nucleophilic addition of aniline 4 to benzyne 5. Hydrolysis of the eater group, followed by cyclisation gave the acridone 8, which was subsequently converted to the pyrano[3,2-b]acridin-4-ones 11 and 17. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01424-0
• 作为产物：
  描述：

  3-乙酰基-4-羟基-6-氨基苯甲酸甲酯 在 sodium hydroxide 、 polyphosphate ester 、 氢气 、 sodium nitrite 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 3-Hydroxy-2-[(E)-3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-10H-acridin-9-one
  参考文献：
  名称：

  A convenient regioselective synthesis of pyrano[3,2-b]acridones involving nucleophilic addition to benzyne

  摘要：

  Acridone 8 was prepared by the nucleophilic addition of aniline 4 to benzyne 5. Hydrolysis of the eater group, followed by cyclisation gave the acridone 8, which was subsequently converted to the pyrano[3,2-b]acridin-4-ones 11 and 17. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01424-0

文献信息

• A convenient regioselective synthesis of pyrano[3,2-b]acridones involving nucleophilic addition to benzyne
  作者：Mónika Rudas、Miklós Nyerges、László Tőke、Béla Pete、Paul W. Groundwater

  DOI：10.1016/s0040-4039(99)01424-0

  日期：1999.9

  Acridone 8 was prepared by the nucleophilic addition of aniline 4 to benzyne 5. Hydrolysis of the eater group, followed by cyclisation gave the acridone 8, which was subsequently converted to the pyrano[3,2-b]acridin-4-ones 11 and 17. (C) 1999 Elsevier Science Ltd. All rights reserved.