N-[morpholin-4-yl(oxido)phenyl-l6-sulfanylidene]-2-(trimethylsilyl)ethanesulfonamide | 1394013-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-[morpholin-4-yl(oxido)phenyl-l6-sulfanylidene]-2-(trimethylsilyl)ethanesulfonamide
• 英文别名: N-(morpholin-4-yl-oxo-phenyl-lambda6-sulfanylidene)-2-trimethylsilylethanesulfonamide；N-(morpholin-4-yl-oxo-phenyl-λ6-sulfanylidene)-2-trimethylsilylethanesulfonamide
• CAS: 1394013-32-1
• 化学式: C₁₅H₂₆N₂O₄S₂Si
• 分子量: 390.6
• InChiKey: ISHYFUAOBWKNLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  92.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[morpholin-4-yl(oxido)phenyl-l6-sulfanylidene]-2-(trimethylsilyl)ethanesulfonamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以85%的产率得到4-(phenylsulfonimidoyl)morpholine
  参考文献：
  名称：

  Synthesis and arylation of unprotected sulfonimidamides

  摘要：

  Herein we evaluate different methodologies for the synthesis of unprotected sulfonimidamides. Three different procedures that allow orthogonal deprotection of the imine nitrogen under acidic, nucleophilic, and basic conditions were established. Moreover, we present a highly efficient methodology for functionalization of the imine nitrogen through Pd-catalyzed C-N arylation. RuPhos ligand was shown to allow short reaction time, excellent yields, and allowed coupling of both aryl halides and heteroaryl bromides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.072
• 作为产物：
  描述：

  苯亚磺酰氯 在 N-氯代丁二酰亚胺 、 sodium hydride 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 N-[morpholin-4-yl(oxido)phenyl-l6-sulfanylidene]-2-(trimethylsilyl)ethanesulfonamide
  参考文献：
  名称：

  Synthesis and arylation of unprotected sulfonimidamides

  摘要：

  Herein we evaluate different methodologies for the synthesis of unprotected sulfonimidamides. Three different procedures that allow orthogonal deprotection of the imine nitrogen under acidic, nucleophilic, and basic conditions were established. Moreover, we present a highly efficient methodology for functionalization of the imine nitrogen through Pd-catalyzed C-N arylation. RuPhos ligand was shown to allow short reaction time, excellent yields, and allowed coupling of both aryl halides and heteroaryl bromides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.072