6,6'-disulfanediylbis[4-(3,5-dimethylphenoxy)benzene-1,3-diamine] | 1232540-96-3

• 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: 6,6'-disulfanediylbis[4-(3,5-dimethylphenoxy)benzene-1,3-diamine]
• 英文别名: 4-[[2,4-Diamino-5-(3,5-dimethylphenoxy)phenyl]disulfanyl]-6-(3,5-dimethylphenoxy)benzene-1,3-diamine
• CAS: 1232540-96-3
• 化学式: C₂₈H₃₀N₄O₂S₂
• 分子量: 518.704
• InChiKey: LWETYQJBJGFJRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  173
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6,6'-disulfanediylbis[4-(3,5-dimethylphenoxy)benzene-1,3-diamine] 、 2-溴-1,1-二乙氧基乙烷 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 乙硫醇 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以63%的产率得到4-((2,2-diethoxyethyl)thio)-6-(3,5-dimethylphenoxy)benzene-1,3-diamine
  参考文献：
  名称：

  Dynamic Covalent Chemistry of Disulfides Offers a Highly Efficient Synthesis of Diverse Benzofused Nitrogen−Sulfur Heterocycles in One Pot

  摘要：

  The thiol-disulfide dynamic interchange reaction mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was extensively studied. By this synthetic method sulfides can be prepared successfully within seconds in high yields at room temperature from stable and readily available disulfides and an alkylating agent. The method was further demonstrated to efficiently produce benzofused nitrogen-sulfur heterocycles with high skeletal diversity in a one-pot process.

  DOI：

  10.1021/cc100042v

文献信息

• Metal-Free Synthesis of Benzothiazoles from Disulfides of 2-Aminobenzenethiol and Carboxylic Acid via PCl3-Promoted Tandem Reaction
  作者：Ning Zhu、Guangyan Du、Limin Han、Hailong Hong、Quanling Suo

  DOI：10.3987/com-15-13256

  日期：——

  A metal-free process for the synthesis of benzothiazoles via PCl3-promoted cleavage/acylation/cyclization of disulfides and carboxylic acids has been developed. In addition to acting as the acylating reagent which converted carboxylic acids into acyl chlorides, PCl3 also converted disulfides to thiols, which promoted disulfides of 2-aminobenzenethiol reacted with carboxylic acid to produce benzothiazoles. The developed method is applicable to a wide range of carboxylic acids containing different functional groups.
• Dynamic Covalent Chemistry of Disulfides Offers a Highly Efficient Synthesis of Diverse Benzofused Nitrogen−Sulfur Heterocycles in One Pot
  作者：Ning Zhu、Fa Zhang、Gang Liu

  DOI：10.1021/cc100042v

  日期：2010.7.12

  The thiol-disulfide dynamic interchange reaction mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was extensively studied. By this synthetic method sulfides can be prepared successfully within seconds in high yields at room temperature from stable and readily available disulfides and an alkylating agent. The method was further demonstrated to efficiently produce benzofused nitrogen-sulfur heterocycles with high skeletal diversity in a one-pot process.