2-氨基-4-溴-3,5-二甲基苯酚 | 861615-81-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-氨基-4-溴-3,5-二甲基苯酚
• 英文名称: 2-amino-4-bromo-3,5-dimethylphenol
• 英文别名: 2-Amino-4-bromo-3,5-dimethylphenol
• CAS: 861615-81-8
• 化学式: C₈H₁₀BrNO
• 分子量: 216.077
• InChiKey: WWPNJSASIWYDIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  2-氨基-4-溴-3,5-二甲基苯酚 在 氧气 作用下， 生成 2-amino-3,5-dimethyl-[1,4]benzoquinone-4-(3-bromo-6-hydroxy-2,4-dimethyl-phenylimine)
  参考文献：
  名称：

  v. Auwers; Borsche; Weller, Chemische Berichte, 1921, vol. 54, p. 1311

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-3,5-二甲基苯酚 在 二硫化碳 、 溴 作用下， 生成 2-氨基-4-溴-3,5-二甲基苯酚
  参考文献：
  名称：

  v. Auwers; Borsche; Weller, Chemische Berichte, 1921, vol. 54, p. 1304

  摘要：

  DOI：

文献信息

• Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions
  作者：Jianzhong Liu、Kai Wu、Tao Shen、Yujie Liang、Miancheng Zou、Yuchao Zhu、Xinwei Li、Xinyao Li、Ning Jiao

  DOI：10.1002/chem.201605476

  日期：2017.1.12

  A novel and efficient Fe‐catalyzed direct C−H amination (NH2) of arenes is reported using a new redox‐active aminating reagent. The reaction is simple, and can be performed under air, mild, and redox‐neutral conditions. This protocol has a broad substrate scope and could be used in the late‐stage modification of bioactive compounds. Mechanistic studies demonstrate that a radical pathway could be involved

  据报道，使用新型的氧化还原活性胺化试剂，新型有效的铁催化的芳烃直接CH-H胺化（NH 2）。该反应很简单，可以在空气，温和和氧化还原中性条件下进行。该方案具有广泛的底物范围，可用于生物活性化合物的后期修饰。机理研究表明，自由基途径可能参与了这种转化。
• Transition‐Metal‐Free C(sp ² )–C(sp ² ) Cross‐Coupling of Diazo Quinones with Catechol Boronic Esters
  作者：Kai Wu、Liang‐Liang Wu、Cong‐Ying Zhou、Chi‐Ming Che

  DOI：10.1002/anie.202006542

  日期：2020.9.7

  developed. With this protocol, a variety of biaryls and alkenyl phenols were obtained in good to high yields under mild conditions. The reaction tolerates various functionalities and is applicable to the derivatization of pharmaceuticals and natural products. The synthetic utility of the method was demonstrated by the short synthesis of multi‐substituted triphenylenes and three bioactive natural products

  无过渡金属的C（sp 2）-C（sp 2）开发了重氮醌与邻苯二酚硼酸酯的交叉偶联反应。通过该方案，可以在温和条件下以高收率或高收率获得各种联芳基和烯基苯酚。该反应具有多种功能，可用于药物和天然产物的衍生化。该方法的合成效用通过短取代多取代的三亚苯基和三种生物活性天然产物厚朴酚，苦味素M和呋喃呋喃A的合成得到证明。机理研究和密度泛函理论（DFT）计算表明，该反应涉及到硼酸酯由单重醌卡宾构成，然后通过逐步机理进行1,2-重排。
• ONE POT PROCESS FOR THE CONVERSION OF AROYL CHLORIDES TO ACYL THIOUREAS
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20160194279A1

  公开（公告）日：2016-07-07

  The present invention disclose an improved one pot process for synthesis of acyl thioureas of formula (I), with yield greater than 80%, from aroyl chlorides of formula (I) wherein, R′ is an aryl or a heteroarylene group substituted with one or more groups selected from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino, carboxyl, ester, halogenated hydrocarbon or an aryl or heteroaryl; R″ and R′″ are selected independently from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino or halogenated hydrocarbon.
• [EN] ONE POT PROCESS FOR THE CONVERSION OF AROYL CHLORIDES TO ACYL THIOUREAS<br/>[FR] PROCÉDÉ MONOTOPE POUR LA CONVERSION DE CHLORURES D'AROYLE EN ACYL THIO-URÉES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2014087431A1

  公开（公告）日：2014-06-12

  The present invention disclose an improved one pot process for synthesis of acyl thioureas of formula (I), with yield greater than 80%, from aroyl chlorides of formula (I) wherein, R' is an aryl or a heteroarylene group substituted with one or more groups selected from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino, carboxyl, ester, halogenated hydrocarbon or an aryl or heteroaryl; R" and R"' are selected independently from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino or halogenated hydrocarbon.
• v. Auwers; Borsche; Weller, Chemische Berichte, 1921, vol. 54, p. 1304
  作者：v. Auwers、Borsche、Weller

  DOI：——

  日期：——