2-[(4-ethoxyphenyl)hydrazono]-3-oxo-butanoic acid, ethyl ester | 18794-96-2

• 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: 2-[(4-ethoxyphenyl)hydrazono]-3-oxo-butanoic acid, ethyl ester
• 英文别名: 2,3-Dioxo-buttersaeure-aethylester-<4-aethoxy-phenylhydrazon>；2.3-Dioxo-buttesaeure-ethylester-2-(4-ethoxy-phenyl)-hydrazon；ethyl 2-[(4-ethoxyphenyl)hydrazinylidene]-3-oxobutanoate
• CAS: 18794-96-2
• 化学式: C₁₄H₁₈N₂O₄
• 分子量: 278.308
• InChiKey: KWWNHBGOFIBMFL-UHFFFAOYSA-N

物化性质

• 熔点：
  64 °C(Solv: ethanol (64-17-5))
• 沸点：
  391.3±44.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  2-[(4-ethoxyphenyl)hydrazono]-3-oxo-butanoic acid, ethyl ester 在 aluminum oxide 、 一水合肼 、 N,N-二甲基甲酰胺 作用下， 反应 0.03h， 生成 4-[2-(4-ethoxyphenyl)hydrazinyl]-5-methylpyrazol-3-one
  参考文献：
  名称：

  Synthesis of novel mannich bases containing Pyrazolones and indole systems

  摘要：

  Novel mannich bases 7 a-h were synthesized the condensation reaction between 3-Methyl-5-oxo-4-(4'-phenyl hydrazono)-4,5-dihydro-pyrazol-1-yl]acetic acid hydrazide 4 With Isatin yielded the corresponding [3-Methyl-5-oxo-4-(4'-substituted aryl hydrazono)-4,5-dihydro-pyrazol-1-yl]-acetic acid(2-oxo-1,2-dihydro-indol-3-ylidene)-hydrazide 6, this was subjected to mannich reaction with cyclic secondary amines in the presence of formaldehyde in DMF to give corresponding hydrazide 7 in excellent yields. The structures of these newly synthesized compounds were characterized by (1)H-NMR, Mass, IR and elemental analysis.

  DOI：

  10.1515/hc.2009.15.6.443
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 对乙氧基苯胺 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 2-[(4-ethoxyphenyl)hydrazono]-3-oxo-butanoic acid, ethyl ester
  参考文献：
  名称：

  Ramana, P. Venkata; Ravindranath, L. K., Journal of the Indian Chemical Society, 1999, vol. 76, # 1, p. 17 - 21

  摘要：

  DOI：

文献信息

• Pande, Alka; Saxena, V. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 390 - 392
  作者：Pande, Alka、Saxena, V. K.

  DOI：——

  日期：——
• Jain; Goyal; Tyagi, Journal of the Indian Chemical Society, 1981, vol. 58, # 2, p. 203 - 204
  作者：Jain、Goyal、Tyagi、Agarwal

  DOI：——

  日期：——
• Misra, V. S.; Chaudhary, Chapla; Agarwal, Rajesh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 5, p. 466 - 467
  作者：Misra, V. S.、Chaudhary, Chapla、Agarwal, Rajesh

  DOI：——

  日期：——
• Synthesis of novel mannich bases containing Pyrazolones and indole systems
  作者：L.K. Ravindranath、K. Srikanth、M. Dastagiri Ready、S. D. Ishrath Begum

  DOI：10.1515/hc.2009.15.6.443

  日期：2009.1

  Novel mannich bases 7 a-h were synthesized the condensation reaction between 3-Methyl-5-oxo-4-(4'-phenyl hydrazono)-4,5-dihydro-pyrazol-1-yl]acetic acid hydrazide 4 With Isatin yielded the corresponding [3-Methyl-5-oxo-4-(4'-substituted aryl hydrazono)-4,5-dihydro-pyrazol-1-yl]-acetic acid(2-oxo-1,2-dihydro-indol-3-ylidene)-hydrazide 6, this was subjected to mannich reaction with cyclic secondary amines in the presence of formaldehyde in DMF to give corresponding hydrazide 7 in excellent yields. The structures of these newly synthesized compounds were characterized by (1)H-NMR, Mass, IR and elemental analysis.
• Ramana, P. Venkata; Ravindranath, L. K., Journal of the Indian Chemical Society, 1999, vol. 76, # 1, p. 17 - 21
  作者：Ramana, P. Venkata、Ravindranath, L. K.

  DOI：——

  日期：——