2-(methyl(o-tolyl)amino)-N-(tosylmethyl)acetamide | 1372139-35-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(methyl(o-tolyl)amino)-N-(tosylmethyl)acetamide
• 英文别名: 2-(N,2-dimethylanilino)-N-[(4-methylphenyl)sulfonylmethyl]acetamide
• CAS: 1372139-35-9
• 化学式: C₁₈H₂₂N₂O₃S
• 分子量: 346.45
• InChiKey: JTJQGSJLANCYAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N-二甲基邻甲苯胺 、 对甲基苯磺酰甲基异腈 在 叔丁基过氧化氢 、 水 、 sodium dodecyl-sulfate 、 三苯基膦 、 copper(l) chloride 作用下， 反应 6.0h， 以44%的产率得到2-(methyl(o-tolyl)amino)-N-(tosylmethyl)acetamide
  参考文献：
  名称：

  Development of aqueous oxidative Ugi-type reactions by copper-catalyzed surfactant-promoted C(sp3)–H direct functionalization in water

  摘要：

  Direct assembly of a-amino amides from N-alkyl amines and isocyanides through oxidative Ugi-type reactions in aqueous conditions, has been achieved in a Cu(I)-TBHP-surfactant catalysis system. Various N-alkyl amines and isocyanides could be tolerated in this reaction and furnish a-amino amides in moderate yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.006

文献信息

• Fe(III)-Catalyzed <i>N</i>-Amidomethylation of Secondary and Primary Anilines with TosMIC
  作者：Yigao Li、Xiaohuang Ren、Yi Chen、Xinju Zhu、Xin-Qi Hao、Mao-Ping Song

  DOI：10.1021/acs.orglett.1c03910

  日期：2022.1.14
• Continuous Flow Organocatalytic C–H Functionalization and Cross-Dehydrogenative Coupling Reactions: Visible Light Organophotocatalysis for Multicomponent Reactions and C–C, C–P Bond Formations
  作者：Magnus Rueping、Carlos Vila、Teerawut Bootwicha

  DOI：10.1021/cs400350j

  日期：2013.7.5

  A continuous flow procedure for the efficient metal-free, visible light photoredox-catalyzed alpha-functionalization of tertiary amines has been developed. Rose Bengal has been identified as an effective organic photocatalyst for continuous flow C-C and C-P bond formations as well as multicomponent reactions.
• Development of aqueous oxidative Ugi-type reactions by copper-catalyzed surfactant-promoted C(sp3)–H direct functionalization in water
  作者：Chunsong Xie、Laihong Han

  DOI：10.1016/j.tetlet.2013.11.006

  日期：2014.1

  Direct assembly of a-amino amides from N-alkyl amines and isocyanides through oxidative Ugi-type reactions in aqueous conditions, has been achieved in a Cu(I)-TBHP-surfactant catalysis system. Various N-alkyl amines and isocyanides could be tolerated in this reaction and furnish a-amino amides in moderate yields. (C) 2013 Elsevier Ltd. All rights reserved.