4-(1-(4-chlorophenyl)-2-nitroethyl)-5-methyl-1H-pyrazol-3-ol | 1463931-53-4

• 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: 4-(1-(4-chlorophenyl)-2-nitroethyl)-5-methyl-1H-pyrazol-3-ol
• 英文别名: 4-[1-(4-Chlorophenyl)-2-nitroethyl]-5-methyl-1,2-dihydropyrazol-3-one；4-[1-(4-chlorophenyl)-2-nitroethyl]-5-methyl-1,2-dihydropyrazol-3-one
• CAS: 1463931-53-4
• 化学式: C₁₂H₁₂ClN₃O₃
• 分子量: 281.699
• InChiKey: UBQTYUAKCZDYMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)-2-硝基乙烯 、 3-甲基-2-吡唑啉-5-酮 以 水 为溶剂， 反应 5.0h， 以92%的产率得到4-(1-(4-chlorophenyl)-2-nitroethyl)-5-methyl-1H-pyrazol-3-ol
  参考文献：
  名称：

  Catalyst free Michael addition of 3-methyl-2-pyrazolin-5-one to β-nitrostyrenes ‘on water’: a green protocol for facile synthesis of 4-(1-aryl-2-nitroethyl)-3-methyl-1H-pyrazol-5-ol

  摘要：

  A highly efficient and green protocol has been developed for the synthesis of 4-(1-aryl-2-nitroethyl)-3methyl-1H-pyrazol-5-ol via Michael addition of 3-methyl-2-pyrazolin-5-one with beta-nitrostyrenes under catalyst free conditions on aqueous medium. A series of 4-(1-aryl-2-nitroethyl)-3-methyl-1H-pyrazol-5-ols have been synthesized with good to excellent yield. C-alkylated product was observed exclusively with 3-methyl-2-pyrazolin-5-one without formation of N-alkylated product. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.042

文献信息

• Catalyst free Michael addition of 3-methyl-2-pyrazolin-5-one to β-nitrostyrenes ‘on water’: a green protocol for facile synthesis of 4-(1-aryl-2-nitroethyl)-3-methyl-1H-pyrazol-5-ol
  作者：H.M. Meshram、Nandigama Satish Kumar、Jagadeesh Babu Nanubolu、L. Chandrasekhara Rao、N. Nageswara Rao

  DOI：10.1016/j.tetlet.2013.08.042

  日期：2013.11

  A highly efficient and green protocol has been developed for the synthesis of 4-(1-aryl-2-nitroethyl)-3methyl-1H-pyrazol-5-ol via Michael addition of 3-methyl-2-pyrazolin-5-one with beta-nitrostyrenes under catalyst free conditions on aqueous medium. A series of 4-(1-aryl-2-nitroethyl)-3-methyl-1H-pyrazol-5-ols have been synthesized with good to excellent yield. C-alkylated product was observed exclusively with 3-methyl-2-pyrazolin-5-one without formation of N-alkylated product. (C) 2013 Elsevier Ltd. All rights reserved.