3-benzoyl-6-(methylsulfonylmethyl)-5-nitro-1,4-di-p-tolyl-1,4,5,6-tetrahydropyridazine | 1414846-51-7

• 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: 3-benzoyl-6-(methylsulfonylmethyl)-5-nitro-1,4-di-p-tolyl-1,4,5,6-tetrahydropyridazine
• 英文别名: [2,5-bis(4-methylphenyl)-3-(methylsulfonylmethyl)-4-nitro-4,5-dihydro-3H-pyridazin-6-yl]-phenylmethanone
• CAS: 1414846-51-7
• 化学式: C₂₇H₂₇N₃O₅S
• 分子量: 505.594
• InChiKey: PARAUSMZNQAJFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (1E,3Z)-1-methyl-4-(4-methylsulfanyl-2-nitrobuta-1,3-dien-1-yl)benzene 在 potassium tert-butylate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 3-benzoyl-6-(methylsulfonylmethyl)-5-nitro-1,4-di-p-tolyl-1,4,5,6-tetrahydropyridazine
  参考文献：
  名称：

  Highly-substituted pyrazoles and pyridazines by MIRC reactions of hydrazone anions and nitrobutadienic fragments

  摘要：

  In prosecution of the synthetic exploitation of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes, their multifaceted behavior finds a further clear-cut example in their Michael-type acceptor reactivity toward the anions of alpha-oxohydrazones. Thus, depending on the starting diene, new poly-functionalized pyrazoles are obtained. Furthermore, most interestingly, in one occasion a dichotomy has been observed, depending on the nature of the Michael-type donor, leading with complete selectivity to either 5-member or 6-member N-heterocycles. The outcome encompasses motifs for both mechanistic and synthetic interest, for example, in the field of heterocycles endowed with possible pharmacological/biological activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.040

文献信息

• Highly-substituted pyrazoles and pyridazines by MIRC reactions of hydrazone anions and nitrobutadienic fragments
  作者：Lara Bianchi、Alessandro Carloni-Garaventa、Massimo Maccagno、Giovanni Petrillo、Carlo Scapolla、Cinzia Tavani

  DOI：10.1016/j.tetlet.2012.09.040

  日期：2012.11

  In prosecution of the synthetic exploitation of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes, their multifaceted behavior finds a further clear-cut example in their Michael-type acceptor reactivity toward the anions of alpha-oxohydrazones. Thus, depending on the starting diene, new poly-functionalized pyrazoles are obtained. Furthermore, most interestingly, in one occasion a dichotomy has been observed, depending on the nature of the Michael-type donor, leading with complete selectivity to either 5-member or 6-member N-heterocycles. The outcome encompasses motifs for both mechanistic and synthetic interest, for example, in the field of heterocycles endowed with possible pharmacological/biological activity. (C) 2012 Elsevier Ltd. All rights reserved.