2-溴-3,5-二甲氧基苯胺 | 70277-99-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-3,5-二甲氧基苯胺
• 英文名称: 2-Bromo-3,5-dimethoxyaniline
• CAS: 70277-99-5
• 化学式: C₈H₁₀BrNO₂
• 分子量: 232.077
• InChiKey: XVEXDSJIDAIIAP-UHFFFAOYSA-N

物化性质

• 密度：
  1.5731 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  草酰氯 、 2-溴-3,5-二甲氧基苯胺 以 1,2-二氯乙烷 为溶剂， 反应 8.0h， 生成 7-bromo-4,6-dimethoxy-2,3-dioxoidoline
  参考文献：
  名称：

  2-Phenylquinazolin-4(3H)-one, a class of potent PDE5 inhibitors with high selectivity versus PDE6

  摘要：

  In our efforts to minimize the side effects associated with low selectivity against the other PDE isozymes, a novel class of 2-phenylquinazolin-4(3H)-one derivatives were designed and prepared as potent PDE5 inhibitors with high selectivity against PDE6. The syntheses and SAR studies of such molecules were reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.125
• 作为产物：
  描述：

  N-(2-bromo-3,5-dimethoxy)acetanilide 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 2-溴-3,5-二甲氧基苯胺
  参考文献：
  名称：

  2-Phenylquinazolin-4(3H)-one, a class of potent PDE5 inhibitors with high selectivity versus PDE6

  摘要：

  In our efforts to minimize the side effects associated with low selectivity against the other PDE isozymes, a novel class of 2-phenylquinazolin-4(3H)-one derivatives were designed and prepared as potent PDE5 inhibitors with high selectivity against PDE6. The syntheses and SAR studies of such molecules were reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.125

文献信息

• Rhodium-catalyzed ortho C–H bond activation of arylamines for the synthesis of quinoline carboxylates
  作者：Sunita K. Gadakh、Soumen Dey、A. Sudalai

  DOI：10.1039/c6ob00170j

  日期：——

  The rhodium catalyzed annulation of anilines with alkynic esters allowing for the high-yield synthesis of quinoline carboxylates with excellent regioselectivity is described. This unprecedented reaction employs either formic acid as the C1 source and reductant or copper(II) as the oxidant and is proposed to proceed via rhodacycle of in situ generated amide and enamine ester followed by ortho C–H activation

  本文描述了铑与链烷酸酯的苯胺铑催化环化反应，可以高产率地合成具有优异区域选择性的喹啉羧酸酯。该空前的反应采用甲酸作为C1源和还原剂，或使用铜（II）作为氧化剂，并建议通过原位生成的酰胺和烯胺酯的Rhodacycle进行，然后用铑作为催化剂对C-H进行芳基胺的邻位活化。 。
• [EN] A ONE POT SYNTHESIS OF 3-SUBSTITUTED QUINOLINE CARBOXYLATES AND ITS DERIVATIVES<br/>[FR] SYNTHÈSE MONOTOPE DE QUINOLÉINE CARBOXYLATES SUBSTITUÉS EN POSITION 3 ET DE LEURS DÉRIVÉS
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2015198349A1

  公开（公告）日：2015-12-30

  The present invention provides a one pot, simple, cost effective and industrially feasible catalytic synthesis of quinolines or substituted quinolines from anilines with yield >80% yield. The present invention also discloses a process for the synthesis of oxolinic acid using quinolines with yield > 45%.

  本发明提供了一种一锅法、简单、成本效益高且工业上可行的催化合成喹啉或取代喹啉的方法，产率>80%。本发明还揭示了一种使用喹啉合成噁唑酸的方法，产率>45%。

表征谱图