(3,6-dibromopyridazin-4-yl)(phenyl)methanone | 1424016-57-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,6-dibromopyridazin-4-yl)(phenyl)methanone
• 英文别名: (3,6-Dibromopyridazin-4-yl)-phenylmethanone；(3,6-dibromopyridazin-4-yl)-phenylmethanone
• CAS: 1424016-57-8
• 化学式: C₁₁H₆Br₂N₂O
• 分子量: 341.989
• InChiKey: BEQIKESYELKYEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3,6-dibromopyridazin-4-yl)(phenyl)methanone 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以75%的产率得到5-bromo-3-phenyl-1H-pyrazolo[3,4-c]pyridazine
  参考文献：
  名称：

  New Preparation of TMPZnCl·LiCl by Zn Insertion into TMPCl. Application to the Functionalization of Dibromodiazines

  摘要：

  A practical zinc insertion starting from cheap commercial zinc powder and TMPCI (1-chloro-2,2,6,6-tetramethylpiperidine) allows a fast and efficient synthesis of the zinc base TMPZnCl . LiCl under mild conditions in high yields. This base is kinetically highly active and was used for the regio- and chemoselective functionalization of dibromodiazines (pyridazines and pyrazines).

  DOI：

  10.1021/ol400248e
• 作为产物：
  描述：

  3,6-二溴哒嗪 、 苯甲酰氯 在 zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex 、 CCl₂CuLi₂N 作用下， 以 四氢呋喃 为溶剂， 反应 5.25h， 以86%的产率得到(3,6-dibromopyridazin-4-yl)(phenyl)methanone
  参考文献：
  名称：

  New Preparation of TMPZnCl·LiCl by Zn Insertion into TMPCl. Application to the Functionalization of Dibromodiazines

  摘要：

  A practical zinc insertion starting from cheap commercial zinc powder and TMPCI (1-chloro-2,2,6,6-tetramethylpiperidine) allows a fast and efficient synthesis of the zinc base TMPZnCl . LiCl under mild conditions in high yields. This base is kinetically highly active and was used for the regio- and chemoselective functionalization of dibromodiazines (pyridazines and pyrazines).

  DOI：

  10.1021/ol400248e

文献信息

• New Preparation of TMPZnCl·LiCl by Zn Insertion into TMPCl. Application to the Functionalization of Dibromodiazines
  作者：Andreas Unsinn、Mark J. Ford、Paul Knochel

  DOI：10.1021/ol400248e

  日期：2013.3.1

  A practical zinc insertion starting from cheap commercial zinc powder and TMPCI (1-chloro-2,2,6,6-tetramethylpiperidine) allows a fast and efficient synthesis of the zinc base TMPZnCl . LiCl under mild conditions in high yields. This base is kinetically highly active and was used for the regio- and chemoselective functionalization of dibromodiazines (pyridazines and pyrazines).