pentane-2,3,4-trione 3-[(2-methoxy-phenyl)-hydrazone] | 75201-62-6

• 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: pentane-2,3,4-trione 3-[(2-methoxy-phenyl)-hydrazone]
• 英文别名: 3-[(2-Methoxyphenyl)diazenyl]pentane-2,4-dione
• CAS: 75201-62-6
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: WNPFYDCNWVOXLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pentane-2,3,4-trione 3-[(2-methoxy-phenyl)-hydrazone] 在 盐酸羟胺 、 sodium acetate 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 6.5h， 生成 1-[3-methyl-2-(2-methoxyphenyldiazenyl)-2H-aziren-2-yl]ethanone
  参考文献：
  名称：

  Synthesis and QSAR modeling 1-[3-methyl-2-(aryldiazenyl)-2H-aziren-2-yl]ethanones as potential antibacterial agents

  摘要：

  The present communication deals with the synthesis of a series of 1-[3-methyl-2-(aryldiazenyl)-2H-aziren-2-yl]ethanones. The compounds were synthesized in excellent yields (70-80 %), and the structures were established on the basis of consistent IR, H-1 NMR, and elemental analysis data. The purity has been ascertained by chromatographic resolution using hexane-ethyl acetate (6:4 v/v) as binary eluent. All the compounds have been tested for their antimicrobial activity against a representative panel of bacteria i.e., Bacillus subtilis, Escherichia coli, Pseudomonas diminuta, and Staphylococcus aureus using Chloramphenicol as reference drug. All the synthesized compounds were found to exhibit profound antimicrobial activity.

  DOI：

  10.1007/s00044-012-0242-4
• 作为产物：
  描述：

  邻甲氧基苯胺 、 乙酰丙酮 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 、 乙醇 为溶剂， 反应 1.5h， 以90%的产率得到pentane-2,3,4-trione 3-[(2-methoxy-phenyl)-hydrazone]
  参考文献：
  名称：

  Pyridazine derivatives and related compounds. 23*. Synthesis of 3-substituted pyrazolo[3,4-c]pyridazines and their application as disperse dyes

  摘要：

  Acetylacetone and malononitrile were coupled with diazotized arylamines to give arylazoacetyl-acetones and arylazomalononitriles. When refluxed with 3-hydrazino-4,5-diphenyl-1H-pyrazolo-[3,4-c]pyridazine in the presence of ethanol/HCl, they yielded the corresponding 3-[4-(arylazo)-3,5-di-methylpyrazol-1-yl]- and 3-[3,5-diamino-4-(arylazo)pyrazol-1-yl]-4,5-diphenyl-1H-pyrazolo[3,4-c]pyri-dazine dyes. The dyes were applied to polyester and polyamide fabrics, and their spectral and fastness properties were measured.

  DOI：

  10.1007/s10593-010-0494-1

文献信息

• Pyridazine derivatives and related compounds. 23*. Synthesis of 3-substituted pyrazolo[3,4-c]pyridazines and their application as disperse dyes
  作者：A. Deeb、F. Yassin、N. Ouf、W. Shehta

  DOI：10.1007/s10593-010-0494-1

  日期：2010.6

  Acetylacetone and malononitrile were coupled with diazotized arylamines to give arylazoacetyl-acetones and arylazomalononitriles. When refluxed with 3-hydrazino-4,5-diphenyl-1H-pyrazolo-[3,4-c]pyridazine in the presence of ethanol/HCl, they yielded the corresponding 3-[4-(arylazo)-3,5-di-methylpyrazol-1-yl]- and 3-[3,5-diamino-4-(arylazo)pyrazol-1-yl]-4,5-diphenyl-1H-pyrazolo[3,4-c]pyri-dazine dyes. The dyes were applied to polyester and polyamide fabrics, and their spectral and fastness properties were measured.
• Sharma, Pratibha; Kumar, Ashok; Pandey, Priti, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 6, p. 1320 - 1328
  作者：Sharma, Pratibha、Kumar, Ashok、Pandey, Priti、Rane, Nilesh

  DOI：——

  日期：——
• Potential antidiabetics. 11. Preparation of 4-arylazo-3,5-disubstituted-(2H)-1,2,6-thiadiazine 1,1-dioxides
  作者：H. G. Garg、Chandra Prakash

  DOI：10.1021/jm00274a035

  日期：1972.4
• Synthesis and QSAR modeling 1-[3-methyl-2-(aryldiazenyl)-2H-aziren-2-yl]ethanones as potential antibacterial agents
  作者：Vinita Sahu、Pratibha Sharma、Ashok Kumar

  DOI：10.1007/s00044-012-0242-4

  日期：2013.5

  The present communication deals with the synthesis of a series of 1-[3-methyl-2-(aryldiazenyl)-2H-aziren-2-yl]ethanones. The compounds were synthesized in excellent yields (70-80 %), and the structures were established on the basis of consistent IR, H-1 NMR, and elemental analysis data. The purity has been ascertained by chromatographic resolution using hexane-ethyl acetate (6:4 v/v) as binary eluent. All the compounds have been tested for their antimicrobial activity against a representative panel of bacteria i.e., Bacillus subtilis, Escherichia coli, Pseudomonas diminuta, and Staphylococcus aureus using Chloramphenicol as reference drug. All the synthesized compounds were found to exhibit profound antimicrobial activity.