4-methoxy-N-(5-methyl-1,3-oxathiolan-2-ylidene)benzenamine | 1333397-72-0

• 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: 4-methoxy-N-(5-methyl-1,3-oxathiolan-2-ylidene)benzenamine
• 英文别名: N-(4-methoxyphenyl)-5-methyl-1,3-oxathiolan-2-imine
• CAS: 1333397-72-0
• 化学式: C₁₁H₁₃NO₂S
• 分子量: 223.296
• InChiKey: UVLRRTIEJZGGPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  56.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲氧基苯基 异硫氰酸酯 、 methyloxirane 在 2-吡啶甲醛肟 、 sodium hydride 作用下， 以 甲苯 为溶剂， 以86%的产率得到4-methoxy-N-(5-methyl-1,3-oxathiolan-2-ylidene)benzenamine
  参考文献：
  名称：

  Oxime-catalyzed formation of functionalized 1,3-oxathiolanes from aryl isothiocyanates and oxiranes

  摘要：

  An efficient synthesis of N-(5-alkyl-1,3-oxathiolan-2-ylidene)arylamines via a one-pot reaction between arylisothiocyanates and substituted oxiranes in the presence of catalytic amount of pyridine-2-carbaldehyde oxime is described.[GRAPHICS].

  DOI：

  10.1080/17415993.2014.927876

文献信息

• Isocyanide-based multicomponent reaction for the formation of 1,3-oxathiolane-2-imine derivatives
  作者：Alireza Samzadeh-Kermani、Samira Zamenraz

  DOI：10.1007/s00706-017-1939-3

  日期：2017.10

  AbstractThe adduct of isocyanide and elemental sulfur has been employed as the isothiocyanate source in reaction with oxirane to form 1,3-oxathiolane-2-imine derivatives. The optimum conditions are developed using HMPA at 55 °C for 12 h. Various isocyanides and oxiranes were tolerated under the optimum conditions. Graphical abstract

  摘要异氰化物和元素硫的加合物已被用作与环氧乙烷反应形成1，3-氧杂硫杂环戊烷-2-亚胺衍生物的异硫氰酸酯源。使用HMPA在55°C的条件下开发最佳条件12 h。在最佳条件下可以耐受各种异氰酸酯和环氧乙烷。 图形概要
• Synthesis of the 1,3-oxathiolanes using asymmetrically oxiranes
  作者：Faramarz Rostami-Charati、Zinatossadat Hossaini、Bita Mohtat、Mehdi Shahraki、Mohammad R. Hosseini-Tabatabaei

  DOI：10.1016/j.cclet.2011.05.021

  日期：2011.7

  An efficient synthesis of 1,3-oxathiolane-2-imin derivatives is described via one-pot reaction between arylisothiocyanats, asymmetrically substituted oxiranes and catalytic amount of methanol. The mild reaction conditions and high yields of the products exhibit the good synthetic advantage of this method. (C) 2011 Faramarz Rostami-Charati. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.