N-(n-butyl)-3,4-(methylenedioxy)aniline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(n-butyl)-3,4-(methylenedioxy)aniline
• 英文别名: N-butylbenzo[d][1,3]dioxol-5-amine；N-butyl-1,3-benzodioxol-5-amine
• 化学式: C₁₁H₁₅NO₂
• mdl: MFCD11147789
• 分子量: 193.246
• InChiKey: XLCFCYYXMKEWKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴-1,2-亚甲二氧基苯 、 正丁胺 在 4,4'-二甲基-2,2'-联吡啶 、 nickel diacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以71 %的产率得到N-(n-butyl)-3,4-(methylenedioxy)aniline
  参考文献：
  名称：

  镍光催化用伯和仲烷基胺胺化芳基卤化物的通用方法

  摘要：

  Buchwald-Hartwig C-N 偶联反应被列为药物化学中最常用的 20 种反应之一。Ni基催化剂催化的C-N偶联反应由于其成本远低于钯，并且对反应性较低的芳基氯化物具有更高的反应性，因此受到了广泛关注。然而，到目前为止，似乎还没有通用的、实用的镍催化体系能够使富电子和贫电子芳基卤化物与伯烷基胺和仲烷基胺偶联。在本研究中，据报道，Ni(II)-联吡啶配合物在光的直接激发下催化芳基氯化物和溴化物与各种伯和仲烷基胺的有效 C-N 偶联。还证明了分子内 C-N 耦合。

  DOI：

  10.1021/acs.joc.2c01284

文献信息

• Synthesis of Bulky and Electron-Rich MOP-type Ligands and Their Applications in Palladium-Catalyzed C−N Bond Formation
  作者：Xiaomin Xie、Tony Y. Zhang、Zhaoguo Zhang

  DOI：10.1021/jo060945k

  日期：2006.8.1

  A series of 2-dialkylphosphino-2'-alkoxy-1,1'-binaphthyl ligands ( 6a-c and 8a-c) have been prepared conveniently by a lithium-initiated ring-opening reaction of dinaphthofuran, followed by selective phosphorylation. These compounds displayed a remarkable air and moisture stability, both in solid form and in solution. Application of these phosphine ligands in palladium-catalyzed C-N bond forming reactions revealed the crucial roles of the steric bulk of the substituents on the phosphorus atom governing the catalytic activity. Specifically, 2-di-tert-butylphosphino-2'-isopropoxy-1, 1'-binaphthyl ( 8b) proved to be the most effective for the aminations of aryl halides with primary amines, while the less bulky 2-dicyclohexyl-2'-methoxy-1,1'-binaphthyl ( 6a) was more effective for the aminations with secondary amines. The steric and electronic effects of the ligands were analyzed to account for these observations.
• OXIDATIVE DYEING COMPOSITIONS COMPRISING AN 1-HEXYL/HEPTYL-4,5-DIAMINOPYRAZOLE AND A BENZO[1,3]DIOXOL-5-YLAMINE AND DERIVATIVES THEREOF
  申请人：Noxell Corporation

  公开号：EP2678079B1

  公开（公告）日：2017-08-02
• Oxidative Dyeing Compositions Comprising an 1-Hexyl/Heptyl-4,5-diaminopyrazole and a Benzo[1,3]dioxol-5-ylamine and Derivatives Thereof
  申请人：LIM Muill

  公开号：US20120210521A1

  公开（公告）日：2012-08-23

  A composition for the oxidative dyeing of keratin fibers, in particular human keratin fibers, comprising (A) a 1-hexyl/heptyl-4,5-diaminopyrazole compound of the general formula (I), its physiologically compatible water-soluble salt, or mixtures thereof; and (B) a benzo[1,3]dioxol-5-ylamine compound of the general formula (II), its physiologically compatible water-soluble salt, or mixtures thereof; and (C) an oxidizing agent. wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are as defined herein and a=1 or 2.
• US8444712B2
  申请人：——

  公开号：US8444712B2

  公开（公告）日：2013-05-21
• [EN] OXIDATIVE DYEING COMPOSITIONS COMPRISING AN 1-HEXYL/HEPTYL-4,5-DIAMINOPYRAZOLE AND A BENZO[1,3]DIOXOL-5-YLAMINE AND DERIVATIVES THEREOF<br/>[FR] COMPOSITIONS DE TEINTURE OXYDANTE COMPRENANT UN 1-HEXYL/HEPTYL-4,5-DIAMINOPYRAZOLE ET UNE BENZO [1,3] DIOXOL-5-YLAMINE, ET LEURS DÉRIVÉS
  申请人：PROCTER & GAMBLE

  公开号：WO2013085553A2

  公开（公告）日：2013-06-13

  A composition for the oxidative dyeing of keratin fibers, in particular human keratin fibers, comprising (A) a 1-hexyl/heptyl-4,5-diaminopyrazole compound of the general formula (I), its physiologically compatible water-soluble salt, or mixtures thereof; and (B) a benzo[1,3]dioxol-5-ylamine compound of the general formula (II), its physiologically compatible water-soluble salt, or mixtures thereof; and (C) an oxidizing agent. wherein R1, R2, R3, R4, R5, R6 and R7 are as defined herein and a = 1 or 2.