6-[2-(2-Aminophenoxy)ethoxy]-3-chloro-2,4-dimethylaniline | 1132828-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-[2-(2-Aminophenoxy)ethoxy]-3-chloro-2,4-dimethylaniline
• CAS: 1132828-95-5
• 化学式: C₁₆H₁₉ClN₂O₂
• 分子量: 306.792
• InChiKey: KRAWCBBEHWREBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-[2-(2-Aminophenoxy)ethoxy]-3-chloro-2,4-dimethylaniline 、 溴乙酸甲酯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 methyl 2-[2-[2-[2-[bis(2-methoxy-2-oxoethyl)amino]-4-chloro-3,5-dimethylphenoxy]ethoxy]-N-(2-methoxy-2-oxoethyl)anilino]acetate
  参考文献：
  名称：

  Synthesis of New BAPTA Calcium Chelators

  摘要：

  A series of new 1,2-bis-(2-aminophenoxyethane) N,N,N',N'-tetraacetic acid (BAPTA) chelators were designed and synthesized to form novel and improved fluorescent indicators. Substituted 2-nitrophenol, acting as the material, reacted in five steps to give BAPTA-derived chelators. The Ca2+ affinity of BAPTA chelators could increase significantly by addition of electron-donating groups and decrease by electron-withdrawing groups. Compounds 3a-e were treated with iron powder instead of hydrogenation, obtaining a satisfying yield. The structures of all compounds were characterized by infrared, 1H NMR, and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) spectra.

  DOI：

  10.1080/00397910802633421
• 作为产物：
  描述：

  2-Chloro-1,3-dimethyl-4-nitro-5-[2-(2-nitrophenoxy)ethoxy]benzene 在 盐酸 、 铁粉 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 6-[2-(2-Aminophenoxy)ethoxy]-3-chloro-2,4-dimethylaniline
  参考文献：
  名称：

  Synthesis of New BAPTA Calcium Chelators

  摘要：

  A series of new 1,2-bis-(2-aminophenoxyethane) N,N,N',N'-tetraacetic acid (BAPTA) chelators were designed and synthesized to form novel and improved fluorescent indicators. Substituted 2-nitrophenol, acting as the material, reacted in five steps to give BAPTA-derived chelators. The Ca2+ affinity of BAPTA chelators could increase significantly by addition of electron-donating groups and decrease by electron-withdrawing groups. Compounds 3a-e were treated with iron powder instead of hydrogenation, obtaining a satisfying yield. The structures of all compounds were characterized by infrared, 1H NMR, and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) spectra.

  DOI：

  10.1080/00397910802633421

文献信息

• Synthesis of New BAPTA Calcium Chelators
  作者：Huai Zhen He、Lei Lei、Jian Li Li、Zhen Shi

  DOI：10.1080/00397910802633421

  日期：2009.5.22

  A series of new 1,2-bis-(2-aminophenoxyethane) N,N,N',N'-tetraacetic acid (BAPTA) chelators were designed and synthesized to form novel and improved fluorescent indicators. Substituted 2-nitrophenol, acting as the material, reacted in five steps to give BAPTA-derived chelators. The Ca2+ affinity of BAPTA chelators could increase significantly by addition of electron-donating groups and decrease by electron-withdrawing groups. Compounds 3a-e were treated with iron powder instead of hydrogenation, obtaining a satisfying yield. The structures of all compounds were characterized by infrared, 1H NMR, and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) spectra.