N-(2-{5-[diethylamino(thioxo)methylamino]cyclopent-1-en-1-yl}-6-methylphenyl)methanesulfonamide | 1099763-70-8

• 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: N-(2-{5-[diethylamino(thioxo)methylamino]cyclopent-1-en-1-yl}-6-methylphenyl)methanesulfonamide
• 英文别名: N-methylsulfonyl-2-{5-[diethylamino(thioxo)methyl]aminocyclopent-1-en-1-yl}-6-methylaniline；1,1-diethyl-3-[2-[2-(methanesulfonamido)-3-methylphenyl]cyclopent-2-en-1-yl]thiourea
• CAS: 1099763-70-8
• 化学式: C₁₈H₂₇N₃O₂S₂
• 分子量: 381.563
• InChiKey: UWSQFJKFRYHQNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-[2-(5-isothiocyanatocyclopent-1-en-1-yl)-6-methylphenyl]methanesulfonamide 、 二乙胺 以 氯仿 为溶剂， 反应 0.5h， 以93%的产率得到N-(2-{5-[diethylamino(thioxo)methylamino]cyclopent-1-en-1-yl}-6-methylphenyl)methanesulfonamide
  参考文献：
  名称：

  Reaction of N-methylsulfonyl-and N-(p-tolylsulfonyl)-2-(cyclopent-1-en-1-yl)anilines with bromine in the presence of potassium thiocyanate and in methanol

  摘要：

  The reactions of N-methylsulfonyl- and N-(p-tolylsulfonyl)-2-(cyclopent-1-en-1-yl)-6-methylaniline with molecular bromine in the presence of potassium thiocyanate gave N-methylsulfonyl- and N-(p-tolylsulfonyl)-2-(5-isothiocyanatocyclopent-1-en-1-yl)-6-methylanilines. N-Methylsulfonyl-2-(cyclopent-1-en-1-yl)-6-methylanihne reacted with bromine in methanol in the presence of NaHCO3 or with CuBr2 in MeOH to afford N-methylsulfonyl-2-(5-methoxycyclopent-1-en-1-yl)-6-methylanihne. The reaction of N-methylsulfonyl-2-(5-isothiocyanatocyclopent-1-en-1-yl)-6-methylaniline with diethylamine led to the formation of N-methylsulfonyl-2-{5-[diethylamino(thioxo)methyl]aminocyclopent-1-en-1-yl}-6-methylanihne which was converted into 5-methyl-4-methylsulfonyl-2,3,3a,4-tetrahydrocyclopenta[b]indole by heating with potassium hydroxide.

  DOI：

  10.1134/s1070363208030183