N-tert-butyl-3-methylsulfanyl-2-(5-methylthiophen-2-yl)cyclobut-2-en-1-imine | 362468-83-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: N-tert-butyl-3-methylsulfanyl-2-(5-methylthiophen-2-yl)cyclobut-2-en-1-imine
• CAS: 362468-83-5
• 化学式: C₁₄H₁₉NS₂
• 分子量: 265.444
• InChiKey: DLVGNEMHAOKTFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  叔丁基异硫氰酸酯 、 5-methyl-2-(2-propynyl)thiophene 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以62%的产率得到N-tert-butyl-3-methylsulfanyl-2-(5-methylthiophen-2-yl)cyclobut-2-en-1-imine
  参考文献：
  名称：

  形成氮杂环庚烷环的新方法：由2-甲基-5-炔丙基噻吩和异硫氰酸酯合成2-甲基-6-（5-甲基-2-噻吩基）-3H-氮杂环庚烷

  摘要：

  The first representative of thienyl-substituted 3H-azepines has been synthesized starting from dilithiated 2-methyl-5-propargylthiophene and isopropyl isothiocyanate. It was shown that N-(1-methylethylidene)-2-(5-methyl-2-thienyl)-1-(methylthio)-1,3-butadiene-1-amine (2-aza-1,3,5-triene) formed as a result of this reaction is readily converted into 2-methyl-6-(5-methyl-2-thienyl)-3H-azepine under the action of super bases.

  DOI：

  10.1007/s10593-008-0161-y

文献信息

• New approach to the formation of azepine ring: Synthesis of 2-methyl-6-(5-methyl-2-thienyl)-3H-azepine from 2-methyl-5-propargylthiophene and isothiocyanate
  作者：N. A. Nedolya、O. A. Tarasova、O. G. Volostnykh、A. I. Albanov

  DOI：10.1007/s10593-008-0161-y

  日期：2008.9

  The first representative of thienyl-substituted 3H-azepines has been synthesized starting from dilithiated 2-methyl-5-propargylthiophene and isopropyl isothiocyanate. It was shown that N-(1-methylethylidene)-2-(5-methyl-2-thienyl)-1-(methylthio)-1,3-butadiene-1-amine (2-aza-1,3,5-triene) formed as a result of this reaction is readily converted into 2-methyl-6-(5-methyl-2-thienyl)-3H-azepine under the action of super bases.