5-(2,4-dichloro-styryl)-3-methyl-isoxazol-4-ylamine | 62878-95-9

• 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: 5-(2,4-dichloro-styryl)-3-methyl-isoxazol-4-ylamine
• 英文别名: 5-[2-(2,4-Dichlorophenyl)ethenyl]-3-methyl-1,2-oxazol-4-amine；5-[2-(2,4-dichlorophenyl)ethenyl]-3-methyl-1,2-oxazol-4-amine
• CAS: 62878-95-9
• 化学式: C₁₂H₁₀Cl₂N₂O
• 分子量: 269.13
• InChiKey: ADGLOGYUJNPLPI-UHFFFAOYSA-N

物化性质

• 沸点：
  437.5±45.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2,4-dichloro-styryl)-3-methyl-isoxazol-4-ylamine 在 titanium(IV) isopropylate 叔丁基过氧化氢 、 (-)-diethyl tartrate 、 sodium hydroxide 作用下， 反应 17.0h， 以94%的产率得到5-(2,4-Dichloro-phenyl)-3-methyl-4H-1-oxa-2,4-diaza-pentalene
  参考文献：
  名称：

  A one-pot synthesis of 3-methyl-5-aryl-4H-pyrrolo[2,3-d]-isoxazoles

  摘要：

  Sharpless epoxidation of 4-amino-3-methyl-5-styrylisoxazoles 1 resulted in the formation of 3-methyl-5-aryl-4H-pyrrolo[2,3-d]-isoxazoles 4 in a one-step reaction. The reaction initially involves epoxide formation, followed by ring-opening and cyclization. Finally dehydration leads to the title compounds. The pyrrolo[2,3-d]-isoxazoles 4 were also synthesized via an alternative procedure. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2006.04.145

文献信息

• Water-acetic acid mediated an efficient one-pot eco-friendly synthesis of novel bis-isoxazolopyrroloquinoline derivatives
  作者：Sri Venkateswarlu Rayudu、Dipankar Karmakar、Pramod Kumar

  DOI：10.1016/j.tetlet.2019.151025

  日期：2019.9

  An efficient, cost-effective and environmentally benign synthesis of novel tetracyclic bis-isoxazolopyrroloquinoline derivatives has been developed via one-pot four-component reaction of 4-amino-3-methyl-5-styrylisoxazoles, dimedone, aryl glyoxal monohydrates and 5-amino-3-methylisoxazole by employing water as a reaction medium and acetic acid (AcOH) as a green promoter. The advantages of this protocol

  通过4-氨基-3-甲基-5-苯乙烯基恶唑，二甲酮，芳基乙二醛一水合物和5-氨基的一锅四组分反应，开发了一种新型的四环双-异恶唑并吡咯并喹啉衍生物的高效，经济，环保的合成方法。通过使用水作为反应介质和使用乙酸（AcOH）作为绿色促进剂来制备-3-甲基异恶唑。该方案的优点是环保，无金属，反应时间短，操作简便，产率高，底物范围广且易于纯化。最重要的是，此方法是绿色的。
• Krishna Murthy; Krishna Mohan Rao; Subba Rao, Journal of the Indian Chemical Society, 1976, vol. 53, # 10, p. 1047 - 1048
  作者：Krishna Murthy、Krishna Mohan Rao、Subba Rao

  DOI：——

  日期：——
• Rajanarendar; Murthy, K. Rama; Reddy, M. Nagi, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 417 - 418
  作者：Rajanarendar、Murthy, K. Rama、Reddy, M. Nagi

  DOI：——

  日期：——
• A one-pot synthesis of 3-methyl-5-aryl-4H-pyrrolo[2,3-d]-isoxazoles
  作者：E. Rajanarendar、G. Mohan、P. Ramesh、D. Karunakar

  DOI：10.1016/j.tetlet.2006.04.145

  日期：2006.7

  Sharpless epoxidation of 4-amino-3-methyl-5-styrylisoxazoles 1 resulted in the formation of 3-methyl-5-aryl-4H-pyrrolo[2,3-d]-isoxazoles 4 in a one-step reaction. The reaction initially involves epoxide formation, followed by ring-opening and cyclization. Finally dehydration leads to the title compounds. The pyrrolo[2,3-d]-isoxazoles 4 were also synthesized via an alternative procedure. (c) 2006 Published by Elsevier Ltd.