ethyl 4,4,4-trifluoro-2-((4-methoxyphenyl)hydrazono)-3-oxobutanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4,4,4-trifluoro-2-((4-methoxyphenyl)hydrazono)-3-oxobutanoate
• 英文别名: AHE-11；ethyl 4,4,4-trifluoro-2-[(4-methoxyphenyl)hydrazinylidene]-3-oxobutanoate
• 化学式: C₁₃H₁₃F₃N₂O₄
• 分子量: 318.252
• InChiKey: ROMZBPLFSUOSKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  76.99
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 4,4,4-trifluoro-2-((4-methoxyphenyl)hydrazono)-3-oxobutanoate 在 羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以80%的产率得到3-Trifluoromethyl-4-(p-methoxyphenyl)hydrazoneisoxazolin-5-one
  参考文献：
  名称：

  脂肪族含氟1,2,3-三羰基化合物2-芳基腙的合成及其与双亲核试剂的反应

  摘要：

  通过将含氟 3-氧代酯、1,3-二酮及其铜螯合物与芳基重氮氯化物偶联，获得了 1,2,3-三羰基化合物的新型氟化 2-芳基腙。这些芳基腙与水合肼、苯肼、氨基硫脲和羟胺反应得到相应的吡唑和异恶唑衍生物。

  DOI：

  10.1007/bf02495977
• 作为产物：
  描述：

  甲氧苯胺 、 三氟乙酰乙酸乙酯 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 、 乙醇 为溶剂， 以92%的产率得到ethyl 4,4,4-trifluoro-2-((4-methoxyphenyl)hydrazono)-3-oxobutanoate
  参考文献：
  名称：

  Synthesis and bio-evaluation of aryl hydrazono esters for oviposition responses in Aedes albopictus

  摘要：

  A novel series of aryl hydrazono esters (AHE) (1-13) were synthesized (yield 76-98%) to study the oviposition responses in Aedes albopictus (Skuse) mosquitoes for the first time. At a concentration of 10 mu g ml(-1) in dual choice experiment, among the screened compounds, AHE-12 showed remarkable oviposition attractant activity with an oviposition activity index (OAI) of +0.299 (greater than 95% confidence limit) comparable to p-cresol (OAI +0.320) which is well-reported oviposition attractant for Aedes aegypti. Conversely, AHE-10 exhibited highest oviposition deterrent activity with OAI -0.247. The possible utilization of these compounds will be in integrated vector management strategies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.101

文献信息

• Regioselective synthesis of 2-aryl-5-(polyfluoroalkyl)pyridazin-3-ones based on 2-arylhydrazinylidene 1,3-dicarbonyl compounds
  作者：N. A. Elkina、E. V. Shchegolkov、Ya. V. Burgart、A. N. Perminova、V. I. Saloutin

  DOI：10.1007/s11172-023-3862-8

  日期：2023.4
• Synthesis and bio-evaluation of aryl hydrazono esters for oviposition responses in Aedes albopictus
  作者：Prabal Bandyopadhyay、Lopamudra Guha、T. Seenivasagan、Manisha Sathe、Pratibha Sharma、B.D. Parashar、M.P. Kaushik

  DOI：10.1016/j.bmcl.2010.11.101

  日期：2011.1

  A novel series of aryl hydrazono esters (AHE) (1-13) were synthesized (yield 76-98%) to study the oviposition responses in Aedes albopictus (Skuse) mosquitoes for the first time. At a concentration of 10 mu g ml(-1) in dual choice experiment, among the screened compounds, AHE-12 showed remarkable oviposition attractant activity with an oviposition activity index (OAI) of +0.299 (greater than 95% confidence limit) comparable to p-cresol (OAI +0.320) which is well-reported oviposition attractant for Aedes aegypti. Conversely, AHE-10 exhibited highest oviposition deterrent activity with OAI -0.247. The possible utilization of these compounds will be in integrated vector management strategies. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of 2-arylhydrazones of aliphatic fluorine-containing 1,2,3-tricarbonyl compounds and their reactions with dinucleophiles
  作者：O. G. Kuzueva、Ya. V. Burgart、V. I. Saloutin

  DOI：10.1007/bf02495977

  日期：1998.4

  New fluorinated 2-arylhydrazones of 1,2,3-tricarbonyl compounds were obtained by coupling fluorine-containing 3-oxo esters, 1,3-diketones, and their copper chelates with aryldiazonium chlorides. Reactions of these arylhydrazones with hydrazine hydrate, phenylhydrazine, thiosemicarbazide, and hydroxylamine gave the corresponding pyrazole and isoxazole derivatives.

  通过将含氟 3-氧代酯、1,3-二酮及其铜螯合物与芳基重氮氯化物偶联，获得了 1,2,3-三羰基化合物的新型氟化 2-芳基腙。这些芳基腙与水合肼、苯肼、氨基硫脲和羟胺反应得到相应的吡唑和异恶唑衍生物。