(3,6-dimethoxypyridazin-4-yl)phenylmethanol | 126327-66-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,6-dimethoxypyridazin-4-yl)phenylmethanol
• 英文别名: 3,6-dimethoxy-4-hydroxybenzylpyridazine；(3,6-Dimethoxypyridazin-4-yl)-phenylmethanol
• CAS: 126327-66-0
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: WGKWPWOJTPZGNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  64.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,6-二甲氧基吡嗪 在 2,2,6,6-四甲基哌啶 、 正丁基锂 、 异丙基氯化镁 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 生成 (3,6-dimethoxypyridazin-4-yl)phenylmethanol
  参考文献：
  名称：

  First Study of Syntheses and Reactivity of Grignard Compounds in the Diazine Series. Diazines. Part 27

  摘要：

  A preparation of Grignard derivatives of diazines is described using a halogen magnesium exchange reaction. This convenient method allows the functionalization of these rings at 0 degrees C or even room temperature. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00948-5

文献信息

• Syntheses in the Nitrogen π-Deficient Heterocycles Series Using a Barbier Type Reaction Under Sonication. Diazines. Part 29
  作者：Anne Leprêtre、Alain Turck、Nelly Plé、Guy Quéguiner

  DOI：10.1016/s0040-4020(00)00291-x

  日期：2000.6

  Barbier type reaction with lithium metal has been tested under sonication on pyridines, a cinnoline and on various diazines. This very convenient method allows a very fast and smooth functionalization of these heterocycles.

  已经在吡啶，cinnoline和各种二嗪上超声处理下测试了与锂金属的Barbier型反应。这种非常方便的方法可以使这些杂环非常快速，平稳地官能化。
• Efficient Preparation of Polyfunctional Organometallics via Directed ortho-Metalation
  作者：Paul Knochel、Stefan Wunderlich、Tomke Bresser、Cora Dunst、Gabriel Monzon

  DOI：10.1055/s-0029-1218845

  日期：2010.8

  Highly functionalized organometallics are efficiently prepared in larger quantities (up to 4 g) by directed ortho-metalation using the previously reported amide bases TMP2Mn˙2MgCl2˙4LiCl (TMP = 2,2,6,6-tetramethylpiperidyl), TMP2Fe˙2MgCl2˙4LiCl and TMP3La˙3MgCl2˙5LiCl. The resulting organometallics undergo various reactions with electrophiles like acid chlorides, alkyl iodides, or aldehydes and provide

  高度官能化的有机金属化合物的数量较多（至多4g）通过有效地制备定向邻-metalation使用先前报道的氨化物碱TMP 2 Mn˙2MgCl 2 ˙4LiCl（TMP = 2,2,6,6-四甲基），TMP 2 Fe˙2MgCl 2 ˙4LiCl和TMP 3 La˙3MgCl 2 ˙5LiCl。所得的有机金属与亲电试剂如酰基氯，烷基碘或醛发生各种反应，并以良好至极好的收率提供相应的产物。 定向金属化-有机金属-金属酰胺-催化-LiCl
• Ortho-directed lithiation in .pi.-deficient diazinyl heterocycles
  作者：Ronald J. Mattson、Charles P. Sloan

  DOI：10.1021/jo00297a085

  日期：1990.5
• First Study of Syntheses and Reactivity of Grignard Compounds in the Diazine Series. Diazines. Part 27
  作者：A Leprêtre、A Turck、N Plé、P Knochel、G Quéguiner

  DOI：10.1016/s0040-4020(99)00948-5

  日期：2000.1

  A preparation of Grignard derivatives of diazines is described using a halogen magnesium exchange reaction. This convenient method allows the functionalization of these rings at 0 degrees C or even room temperature. (C) 1999 Elsevier Science Ltd. All rights reserved.