2,3-dichloroacrolein | 99414-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-dichloroacrolein
• 英文别名: (E)-2,3-Dichloro-2-propenal；(E)-2,3-dichloroprop-2-enal
• CAS: 99414-75-2
• 化学式: C₃H₂Cl₂O
• 分子量: 124.954
• InChiKey: GRJXQFMIWNSCPF-HNQUOIGGSA-N

物化性质

• 沸点：
  170.3±25.0 °C(Predicted)
• 密度：
  1.364±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-dichloroacrolein 、 在 氨 作用下， 以 四氢呋喃 为溶剂， 以58%的产率得到依托考昔
  参考文献：
  名称：

  A Practical Synthesis of a COX-2-Specific Inhibitor

  摘要：

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.

  DOI：

  10.1021/jo000870z
• 作为产物：
  描述：

  chloromalonaldehyde 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 以80%的产率得到2,3-dichloroacrolein
  参考文献：
  名称：

  A Practical Synthesis of a COX-2-Specific Inhibitor

  摘要：

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.

  DOI：

  10.1021/jo000870z

文献信息

• Process for making diaryl pyridines useful as cox-2 inhibitors
  申请人：Merck & Co., Inc.

  公开号：US06369275B1

  公开（公告）日：2002-04-09

  The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.

  这项发明涵盖了一种制备公式I化合物的过程，用于治疗环氧合酶-2介导的疾病。
• A Practical Synthesis of a COX-2-Specific Inhibitor
  作者：Ian W. Davies、Jean-Francois Marcoux、Edward G. Corley、Michel Journet、Dong-Wei Cai、Michael Palucki、Jimmy Wu、Robert D. Larsen、Kai Rossen、Philip J. Pye、Lisa DiMichele、Peter Dormer、Paul J. Reider

  DOI：10.1021/jo000870z

  日期：2000.12.1

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.