5-[[(3'-bromo-2',5'-dimethoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | 191849-16-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[[(3'-bromo-2',5'-dimethoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione
• 英文别名: 5-[(3-Bromo-2,5-dimethoxyanilino)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 191849-16-8
• 化学式: C₁₅H₁₆BrNO₆
• 分子量: 386.199
• InChiKey: RUNANDBNYFYJMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-[[(3'-bromo-2',5'-dimethoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione 在 ammonium cerium(IV) nitrate 、 三氯氧磷 作用下， 以 二苯醚 、 水 、 乙腈 为溶剂， 反应 1.5h， 生成 7-bromo-4-chloro-5,8-quinolinedione
  参考文献：
  名称：

  Synthesis of meridine, cystodamine, and related compounds including iminoquinolinequinone structure

  摘要：

  Two aromatic alkaloids, meridine (1) and cystodamine (3); and related compounds (2, 4, 5) were synthesized by hetero Diels-Alder reaction between 4-methoxy- (or 4-chloro-)5,8-quinolinedione and 2-nitrocinnamaldehyde dimethylhydrazone. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00463-3
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 3-溴-2,5-二甲氧基苯胺 、 原甲酸三甲酯 反应 1.0h， 以69.5%的产率得到5-[[(3'-bromo-2',5'-dimethoxyphenyl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Synthesis of cystodamine, a pentacyclic aza-aromatic alkaloid

  摘要：

  A pentacyclic aza-aromatic alkaloid, cystodamine (6), and its isomer (11) were synthesized from 7-(or 6-)bromo-4-chloro-5,8-quinolinedione (1, 8) and o-nitrocinnamaldehyde dimethylhydrazone (2) using hetero Diels-Alder reaction. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00926-x

文献信息

• Synthesis of cystodamine, a pentacyclic aza-aromatic alkaloid
  作者：Yoshiyasu Kitahara、Fumiyasu Tamura、Akinori Kubo

  DOI：10.1016/s0040-4039(97)00926-x

  日期：1997.6

  A pentacyclic aza-aromatic alkaloid, cystodamine (6), and its isomer (11) were synthesized from 7-(or 6-)bromo-4-chloro-5,8-quinolinedione (1, 8) and o-nitrocinnamaldehyde dimethylhydrazone (2) using hetero Diels-Alder reaction. (C) 1997 Elsevier Science Ltd.
• Synthesis of meridine, cystodamine, and related compounds including iminoquinolinequinone structure
  作者：Yoshiyasu Kitahara、Fumiyasu Tamura、Miki Nishimura、Akinori Kubo

  DOI：10.1016/s0040-4020(98)00463-3

  日期：1998.7

  Two aromatic alkaloids, meridine (1) and cystodamine (3); and related compounds (2, 4, 5) were synthesized by hetero Diels-Alder reaction between 4-methoxy- (or 4-chloro-)5,8-quinolinedione and 2-nitrocinnamaldehyde dimethylhydrazone. (C) 1998 Elsevier Science Ltd. All rights reserved.