3-Deuteriopyridazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-Deuteriopyridazine
• 英文别名: pyridazine-3-d
• 化学式: C₄H₄N₂
• 分子量: 81.0812
• InChiKey: PBMFSQRYOILNGV-WFVSFCRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  哒嗪 在 diclazuril 、 乙醇-D1 、 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以32%的产率得到3-Deuteriopyridazine
  参考文献：
  名称：

  Diazines 13: Metalation without Ortho-Directing Group - Functionalization of Diazines via Direct Metalation

  摘要：

  The successful metalation of diazines without an ortho-directing group is described. In some cases, dimers were obtained. The metalation was optimal with LTMP if a 4-fold excess of metalating agent was used, with a very short metalation reaction time at -75 degrees C. This procedure was applied to pyrimidine, 2-substituted pyrimidines, pyridazine, and pyrazine, allowing for the synthesis of various monosubstituted diazines.

  DOI：

  10.1021/jo00117a033

文献信息

• [EN] CHEMICAL PROCESS<br/>[FR] PROCÉDÉ CHIMIQUE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021234082A1

  公开（公告）日：2021-11-25

  The present invention provides, inter alia, a process for producing a compound of formula (I)) wherein the substituents are as defined in claim 1. The present invention further provides intermediate compounds utilised in said process, and methods for producing said intermediate compounds.

  本发明提供了一种生产式(I)化合物的方法，其中取代基如权利要求1所定义。本发明还提供了在该方法中使用的中间化合物，以及生产该中间化合物的方法。
• Lewis Acid Directed Regioselective Metalations of Pyridazine
  作者：Moritz Balkenhohl、Harish Jangra、Tobias Lenz、Marian Ebeling、Hendrik Zipse、Konstantin Karaghiosoff、Paul Knochel

  DOI：10.1002/anie.201903839

  日期：2019.7

  Mono‐ or bidentate boron Lewis acids trigger a regioselective magnesiation or zincation of pyridazine in position C3 (ortho product) or C4 (meta product). The regioselectivity of the metalation was rationalized with the help of calculated pKa values of both pyridazine and pyridazine/Lewis acid complexes.

  单或二齿硼路易斯酸在位置C3（邻位产物）或C4（间位产物）处引发哒嗪的区域选择性镁化或锌化。借助于计算的哒嗪和哒嗪/路易斯酸络合物的p K a值，使金属化的区域选择性合理化。
• Diazines 13: Metalation without Ortho-Directing Group - Functionalization of Diazines via Direct Metalation
  作者：Nelly Ple、Alain Turck、Karine Couture、Guy Queguiner

  DOI：10.1021/jo00117a033

  日期：1995.6

  The successful metalation of diazines without an ortho-directing group is described. In some cases, dimers were obtained. The metalation was optimal with LTMP if a 4-fold excess of metalating agent was used, with a very short metalation reaction time at -75 degrees C. This procedure was applied to pyrimidine, 2-substituted pyrimidines, pyridazine, and pyrazine, allowing for the synthesis of various monosubstituted diazines.