3-甲基-5-氧代-2,5-二氢-1H-吡唑-1-甲酰胺 | 89179-80-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 3-甲基-5-氧代-2,5-二氢-1H-吡唑-1-甲酰胺
• 英文名称: 3-methyl-5-oxo-3-pyrazolin-1-carboxamide
• 英文别名: 3-methyl-5-oxo-2,5-dihydro-pyrazole-1-carboxylic acid amide；3-Methyl-5-oxo-2,5-dihydro-pyrazol-1-carbonsaeure-amid；3-Methyl-5-oxo-2,5-dihydro-1H-pyrazole-1-carboxamide；5-methyl-3-oxo-1H-pyrazole-2-carboxamide
• CAS: 89179-80-6
• 化学式: C₅H₇N₃O₂
• mdl: MFCD00666036
• 分子量: 141.129
• InChiKey: WLTWFLRTZOESNJ-UHFFFAOYSA-N

物化性质

• 熔点：
  228-230 °C
• 沸点：
  268.3±23.0 °C(Predicted)
• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  3-甲基-5-氧代-2,5-二氢-1H-吡唑-1-甲酰胺 生成 3-甲基-2-吡唑啉-5-酮
  参考文献：
  名称：

  De, Journal of the Indian Chemical Society, 1926, vol. 3, p. 35

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氨 作用下， 生成 3-甲基-5-氧代-2,5-二氢-1H-吡唑-1-甲酰胺
  参考文献：
  名称：

  Thiele; Stange, Justus Liebigs Annalen der Chemie, 1894, vol. 283, p. 20

  摘要：

  DOI：

文献信息

• Mechanistic investigation and DFT calculation of the new reaction between S-methylisothiosemicarbazide and methyl acetoacetate
  作者：Violeta Marković、Svetlana Marković、Ana Janićijević、Marko V. Rodić、Vukadin M. Leovac、Nina Todorović、Snežana Trifunović、Milan D. Joksović

  DOI：10.1007/s11224-013-0223-3

  日期：2013.12

  the synthesis and mechanistical aspects of formation of 3-methyl-5-oxo-3-pyrazolin-1-carboxamide (MOPC) starting from S-methylisothiosemicarbazide hydrogen iodide and methyl acetoacetate was performed. In the alkaline aqueous solution, the intermediate methyl acetoacetate S-methylisothiosemicarbazone undergoes substitution of CH3S− anion by hydroxide anion, cyclization, carbanion formation, and elimination

  对从 S-甲基异硫氨基脲碘化氢和乙酰乙酸甲酯开始形成 3-甲基-5-氧代-3-吡唑啉-1-甲酰胺 (MOPC) 的合成和机理方面进行了研究。在碱性水溶液中，中间体乙酰乙酸甲酯S-甲基异氨基硫脲经氢氧根阴离子取代CH3S-阴离子、环化、形成碳负离子和消除甲醇，从而产生相应的吡唑-5-酮衍生物的Na-烯醇盐。形成的烯醇盐质子化后得到的化合物的结构通过光谱技术和单晶X射线衍射分析确定。通过B3LYP功能研究了乙酰乙酸甲酯S-甲基异氨基硫脲转化为MOPC的机理，
• Carriere, Annales de Chimie (Cachan, France), 1922, vol. <9> 17, p. 122
  作者：Carriere

  DOI：——

  日期：——
• Backer; Meyer, Recueil des Travaux Chimiques des Pays-Bas, 1926, vol. 45, p. 94
  作者：Backer、Meyer

  DOI：——

  日期：——
• Cobalt doped ZnS nanoparticles as a recyclable catalyst for solvent-free synthesis of heterocyclic privileged medicinal scaffolds under infrared irradiation
  作者：Anshu Dandia、Vijay Parewa、Shyam L. Gupta、Kuldeep S. Rathore

  DOI：10.1016/j.molcata.2013.02.010

  日期：2013.7

  This paper reports preparation and characterization of cobalt doped ZnS NPs and their catalytic application in the synthesis of heterocyclic privileged medicinal scaffolds involving pyrazolones (with excellent regioselectivity) and 1,3-oxathiolan-5-one frameworks under infrared irradiation. Nanoparticles have been prepared at room temperature by a wet chemical method. The heterogeneous catalysts were fully characterized by XRD, TEM, EDAX, ICP-AES and UV/Vis. Under infrared radiation (IR), the catalytic activity of Co doped ZnS NPs was about 40-fold higher under IR as compared to the conventional method. Nanocatalyst plays a dual role of catalyst as well as susceptor, and enhances the overall capacity to absorb IR in the reaction mixture. Doping by Co promotes the activity and selectivity of ZnS NPs as indicated by their high TOF value, providing the products with good to excellent yields. The surface acidity of NPs was measured by FTIR spectra of chemisorbed pyridine. The present method does not involve any hazardous organic solvent or catalyst. The introduction of nanocatalyst in an IR system offers promising features for the reaction response such as the shorter reaction time, simple work-up procedure, and purification of products by non-chromatographic methods. The catalyst was reused up to four runs without an appreciable loss of catalytic activity. (C) 2013 Elsevier B.V. All rights reserved.