propynoic acid (3-nitrophenyl)amide | 146722-48-7

• 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: propynoic acid (3-nitrophenyl)amide
• 英文别名: N-(m-nitrophenyl)propiolamide；N-(3-nitrophenyl)prop-2-ynamide
• CAS: 146722-48-7
• 化学式: C₉H₆N₂O₃
• 分子量: 190.158
• InChiKey: ROOCBVLGIURVNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  propynoic acid (3-nitrophenyl)amide 在 aluminum (III) chloride 、 sodium iodide 、 水 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 18.0h， 以84%的产率得到(Z)-3-iodo-N-(3-nitrophenyl)acrylamide
  参考文献：
  名称：

  AlCl3–NaI(NaBr)–t-BuOH: mild, chemo- and stereoselective reagents for hydrohalogenation of propiolic derivatives

  摘要：

  (Z)-beta-lodo-propenamides and -beta-iodo-propenoic esters were selectively prepared in high yields, at room temperature, through reaction of 2-propynamides and 2-propynoic esters, respectively, with AlCl3 and Nal in the presence of t-BuOH in dichloromethane. These experimental conditions are compatible with the presence of acid sensitive acetal groups. Alternative use of EtOH or H2O in place of t-BuOH was investigated. (Z)-Bromo-propenamides and corresponding esters were prepared according to a similar procedure using sodium bromide in refluxing acetonitrile. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2009.08.032
• 作为产物：
  描述：

  间硝基苯胺 、 丙炔酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以46%的产率得到propynoic acid (3-nitrophenyl)amide
  参考文献：
  名称：

  AlCl3–NaI(NaBr)–t-BuOH: mild, chemo- and stereoselective reagents for hydrohalogenation of propiolic derivatives

  摘要：

  (Z)-beta-lodo-propenamides and -beta-iodo-propenoic esters were selectively prepared in high yields, at room temperature, through reaction of 2-propynamides and 2-propynoic esters, respectively, with AlCl3 and Nal in the presence of t-BuOH in dichloromethane. These experimental conditions are compatible with the presence of acid sensitive acetal groups. Alternative use of EtOH or H2O in place of t-BuOH was investigated. (Z)-Bromo-propenamides and corresponding esters were prepared according to a similar procedure using sodium bromide in refluxing acetonitrile. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2009.08.032

文献信息

• Halopropiolamide compound, production and use thereof
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05538998A1

  公开（公告）日：1996-07-23

  There are provided with a novel N-substituted-3-halopropiolamide compound, a method of producing the compound, and a composition for controlling noxious organisms containing the compound. The present compound exhibits superior antimicrobial and antifungal effects. Pest control agents containing the compound can advantageously be used for wide applications.

  本文提供了一种新型的N取代-3-卤代丙炔酰胺化合物、制备该化合物的方法，以及含有该化合物的控制有害生物的组合物。该化合物表现出优异的抗微生物和抗真菌效果。含有该化合物的害虫控制剂可以广泛应用。
• N-substituted-3-iodopropiolamide, production and use thereof
  申请人：TAKEDA CHEMICAL INDUSTRIES, LTD.

  公开号：EP0519427B1

  公开（公告）日：1995-04-26
• US5538998A
  申请人：——

  公开号：US5538998A

  公开（公告）日：1996-07-23