4-chloro-5-ethoxy-2-ethyl-3(2H)-pyridazinone | 927396-13-2

• 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: 4-chloro-5-ethoxy-2-ethyl-3(2H)-pyridazinone
• 英文别名: 4-Chloro-5-ethoxy-2-ethylpyridazin-3(2H)-one；4-chloro-5-ethoxy-2-ethylpyridazin-3-one
• CAS: 927396-13-2
• 化学式: C₈H₁₁ClN₂O₂
• 分子量: 202.641
• InChiKey: DJQTVYRJXNOLOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-5-ethoxy-2-ethyl-3(2H)-pyridazinone 、 苯硼酸 在 tris(dibenzylideneacetone)dipalladium (0) 4,4'-(phenylphosphinediyl)bis(2,6-dimethylmorpholine) 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以95%的产率得到5-ethoxy-2-ethyl-4-phenyl-2H-pyridazin-3(2H)-one
  参考文献：
  名称：

  Suzuki–Miyaura coupling reaction of aryl chlorides using di(2,6-dimethylmorpholino)phenylphosphine as ligand

  摘要：

  Suzuki-Miyaura coupling was achieved on a variety of aryl chlorides by using di(2,6-dimethylmorpholino)phenylphosphine (Ll) as a bulky electron-rich monoaryl phosphine ligand. We report the couplings of various chlorobenzenes and heteroaryl chlorides. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.001
• 作为产物：
  描述：

  乙醇 、 4-氯-5-甲氧基哒嗪-3(2H)-酮 在 sodium hydroxide 、 2,2,2-三氟乙基 对甲苯磺酸酯 作用下， 反应 14.0h， 以70%的产率得到4-chloro-5-ethoxy-2-ethyl-3(2H)-pyridazinone
  参考文献：
  名称：

  4-氯-5-甲氧基-3(2H)-哒嗪酮与三氟乙基化试剂反应过程中甲基碳正离子的迁移

  摘要：

  4-氯-5-甲氧基-2-(β-三氟乙基)-3(2H)-哒嗪酮(4)，4-氯-5-甲氧基-3(2H)-哒嗪酮(5)与RCH2CF3反应合成4-氯-5-甲氧基-2-(β-三氟乙基)-3(2H)-哒嗪酮(4)研究了不同溶剂中的 (R = I, TsO, MsO, TfO)。发现在该反应过程中发生了甲基迁移。氧鎓盐 9 被认为是形成副产物 4-chloro-5-methoxy-2-methyl-3(2H)-pyridazinone (7) 和 4-chloro-2-methyl-5-(β) 的活性中间体-三氟乙氧基)-3(2)-哒嗪酮(8)。

  DOI：

  10.3390/molecules14020777

文献信息

• [EN] SORTASE A INHIBITORS<br/>[FR] INHIBITEURS DE LA SORTASE A
  申请人：UNIV CALIFORNIA

  公开号：WO2011028492A2

  公开（公告）日：2011-03-10

  Bacterial infections, including Methicillin resistant Staphylococcus aureus (MRSA) infections are a major health problem that has created a pressing need for new antibiotics. Pyridazinone, rhodanine, and pyrazolethione compounds effective inhibit the enzymatic activity of sortase A (srtA) found in gram positive bacteria are disclosed. A structure activity relationship (SAR) analysis led to the identification of several pyridazinone and pyrazolethione analogs that inhibit SrtA with IC50 values in the sub-micromolar range. Compounds that inhibit the S. aureus SrtA sortase may function as potent anti-infective agents as this enzyme attaches virulence factors to the cell wall. Many of these molecules also inhibit the sortase enzyme from B. anthracis suggesting that they may be generalized sortase inhibitors. The novel compounds, compositions, uses, formulations, medicaments, articles of manufacture provide improved materials, uses, and treatments useful in combating infectious disorders.
• Suzuki–Miyaura coupling reaction of aryl chlorides using di(2,6-dimethylmorpholino)phenylphosphine as ligand
  作者：Su-Dong Cho、Ho-Kyun Kim、Heung-seop Yim、Mi-Ra Kim、Jin-Kook Lee、Jeum-Jong Kim、Yong-Jin Yoon

  DOI：10.1016/j.tet.2006.12.001

  日期：2007.2

  Suzuki-Miyaura coupling was achieved on a variety of aryl chlorides by using di(2,6-dimethylmorpholino)phenylphosphine (Ll) as a bulky electron-rich monoaryl phosphine ligand. We report the couplings of various chlorobenzenes and heteroaryl chlorides. (c) 2006 Elsevier Ltd. All rights reserved.
• Methyl Carbonium Ion Migration during the Reaction of 4-Chloro-5-methoxyl-3(2H)-pyridazinone with Trifluoroethylation Agents
  作者：Qin Li、Guichun Lin、Li Liu、Zhenjun Yang、Li-He Zhang

  DOI：10.3390/molecules14020777

  日期：——

  To synthesize 4-chloro-5-methoxy-2-(β-trifluoroethyl)-3(2H)-pyridazinone (4), the reactions of 4-chloro-5-methoxy-3(2H)-pyridazinone (5) with RCH2CF3 (R = I, TsO, MsO, TfO) in different solvents were studied. It was found that methyl group migration took place during this reaction. An oxonium salt 9 was suggested as the active intermediate for the formation of the byproduct 4-chloro-5-methoxy-2-me

  4-氯-5-甲氧基-2-(β-三氟乙基)-3(2H)-哒嗪酮(4)，4-氯-5-甲氧基-3(2H)-哒嗪酮(5)与RCH2CF3反应合成4-氯-5-甲氧基-2-(β-三氟乙基)-3(2H)-哒嗪酮(4)研究了不同溶剂中的 (R = I, TsO, MsO, TfO)。发现在该反应过程中发生了甲基迁移。氧鎓盐 9 被认为是形成副产物 4-chloro-5-methoxy-2-methyl-3(2H)-pyridazinone (7) 和 4-chloro-2-methyl-5-(β) 的活性中间体-三氟乙氧基)-3(2)-哒嗪酮(8)。