diisopropyl 1-(3-chloro-4-hydroxyphenyl)-1,2-hydrazinedicarboxylate

• 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: diisopropyl 1-(3-chloro-4-hydroxyphenyl)-1,2-hydrazinedicarboxylate
• 英文别名: diisopropyl 1-(3-chloro-4-hydroxyphenyl)hydrazine-1,2-dicarboxylate；propan-2-yl N-(3-chloro-4-hydroxyphenyl)-N-(propan-2-yloxycarbonylamino)carbamate
• 化学式: C₁₄H₁₉ClN₂O₅
• 分子量: 330.768
• InChiKey: MFCPTPYYAGSNHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  88.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻氯苯酚 、 偶氮二甲酸二异丙酯 在 ruthenium trichloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以58%的产率得到diisopropyl 1-(3-chloro-4-hydroxyphenyl)-1,2-hydrazinedicarboxylate
  参考文献：
  名称：

  氯化钌，一种新型有效的催化剂，可用于偶氮二羧酸酯直接胺化芳烃

  摘要：

  已经证明了芳烃与偶氮二羧酸酯的有效交叉偶联胺化以提供由氯化钌催化的酰肼。发现该催化剂在具有各种官能团的一系列芳烃上是有效的。发现产率取决于基质的类型而适中至低。催化剂可以在无配体的条件下再循环以提供交叉偶联反应。

  DOI：

  10.1016/j.tetlet.2012.11.075

文献信息

• ZrCl4-promoted halogen migration during an electrophilic amination of halogenated phenolsElectronic supplementary information (ESI) available: spectroscopic data (1H NMR,13C NMR, IR, MS), mp and elemental analysis (or HRMS) for the products 3 and 4. See http://www.rsc.org/suppdata/cc/b2/b203622c/Dedicated to Professor Waldemar Adam, University of Würzburg, Germany, on the occasion of his 65th birthday.
  作者：Sergeja Bombek、Roman Lenaršič、Marijan Kočevar、Laurent Saint-Jalmes、Jean-Roger Desmurs、Slovenko Polanc

  DOI：10.1039/b203622c

  日期：2002.7.1

  An electrophilic amination of halogenated phenols with diisopropyl diazenedicarboxylate in the presence of ZrCl4 as a Lewis acid, accompanied by a halogen migration, was demonstrated for the first time; the fluorine, chlorine, bromine, or iodine atom migrated during the amination process under mild reaction conditions.

  首次证明了在ZrCl4作为路易斯酸的存在下，卤化苯酚与二异丙基二氮杂二羧酸酯的亲电胺化反应，并伴随着卤素的迁移。氟，氯，溴或碘原子在胺化过程中在温和的反应条件下迁移。
• Electrophilic Amination of 4-Fluorophenol with Diazenes:  A Complete Removal of the Fluorine Atom
  作者：Sergeja Bombek、Franc Požgan、Marijan Kočevar、Slovenko Polanc

  DOI：10.1021/jo035856b

  日期：2004.3.1

  The electrophilic amination of 2-fluorophenol, 4-fluorophenol, and 2-chlorophenol was observed to occur as a result of their treatment with diazenes 1-4 under mild reaction conditions in the presence of ZrCl4. The products originating from the 2-fluorophenol or 2-chlorophenol can be considered as "normal" products of amination. On the other hand, the 2-chloro-4-amino-substituted phenols obtained from the 4-fluorophenol seem to be formed in a process that involves an ipso amination, the complete removal of the fluorine atom, and the introduction of the chlorine atom.
• Ruthenium chloride, a new and efficient catalyst for direct amination of arenes with azodicarboxylates
  作者：Suleman M. Inamdar、Vinod K. More、Sisir K. Mandal

  DOI：10.1016/j.tetlet.2012.11.075

  日期：2013.2

  An efficient cross coupling amination of arene with azodicarboxylate to afford hydrazides catalysed by ruthenium chloride has been demonstrated. The catalyst was found to be effective across a spectrum of arenes with a variety of functional groups. The yields are found to be modest to low depending on the type of substrates. The catalyst can be recycled in ligand free conditions to afford the cross

  已经证明了芳烃与偶氮二羧酸酯的有效交叉偶联胺化以提供由氯化钌催化的酰肼。发现该催化剂在具有各种官能团的一系列芳烃上是有效的。发现产率取决于基质的类型而适中至低。催化剂可以在无配体的条件下再循环以提供交叉偶联反应。