N-[2-(5-chlorothiophene-2-sulfonamido)-5-chlorobenzoyl]-S-methyl-S-phenylsulfoximine | 1426922-65-7

• 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-chlorothiophene-2-sulfonamido)-5-chlorobenzoyl]-S-methyl-S-phenylsulfoximine
• 英文别名: 5-chloro-2-[(5-chlorothiophen-2-yl)sulfonylamino]-N-(methyl-oxo-phenyl-lambda6-sulfanylidene)benzamide；5-chloro-2-[(5-chlorothiophen-2-yl)sulfonylamino]-N-(methyl-oxo-phenyl-λ6-sulfanylidene)benzamide
• CAS: 1426922-65-7
• 化学式: C₁₈H₁₄Cl₂N₂O₄S₃
• 分子量: 489.424
• InChiKey: GEFRMAOWOPDLDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-(5-chlorothiophene-2-sulfonamido)-5-chlorobenzoyl]-S-methyl-S-phenylsulfoximine 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以90%的产率得到5-chloro-2-(5-chlorothiophene-2-sulfonamido)benzoic acid
  参考文献：
  名称：

  Sulfoximine Directed Intermolecular o-C–H Amidation of Arenes with Sulfonyl Azides

  摘要：

  The Ru(II)-catalyzed Intermolecular o-C-H amidation of arenes in N-benzoylated sulfoximine with sulfonyl azides is demonstrated. The reaction proceeds with broad substrate scope and tolerates various functional groups. Base hydrolysis of the amidation product provides the anthranilic acid derivatives and methylphenyl sulfoximine (MPS) directing group. This method Is successfully employed for the synthesis of HMR 1766.

  DOI：

  10.1021/ol400411v
• 作为产物：
  描述：

  (甲基亚砜亚胺基)苯 在 silver hexafluoroantimonate 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 copper diacetate 、 sodium hydride 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 36.0h， 生成 N-[2-(5-chlorothiophene-2-sulfonamido)-5-chlorobenzoyl]-S-methyl-S-phenylsulfoximine
  参考文献：
  名称：

  Sulfoximine Directed Intermolecular o-C–H Amidation of Arenes with Sulfonyl Azides

  摘要：

  The Ru(II)-catalyzed Intermolecular o-C-H amidation of arenes in N-benzoylated sulfoximine with sulfonyl azides is demonstrated. The reaction proceeds with broad substrate scope and tolerates various functional groups. Base hydrolysis of the amidation product provides the anthranilic acid derivatives and methylphenyl sulfoximine (MPS) directing group. This method Is successfully employed for the synthesis of HMR 1766.

  DOI：

  10.1021/ol400411v

文献信息

• Sulfoximine Directed Intermolecular <i>o</i>-C–H Amidation of Arenes with Sulfonyl Azides
  作者：M. Ramu Yadav、Raja K. Rit、Akhila K. Sahoo

  DOI：10.1021/ol400411v

  日期：2013.4.5

  The Ru(II)-catalyzed Intermolecular o-C-H amidation of arenes in N-benzoylated sulfoximine with sulfonyl azides is demonstrated. The reaction proceeds with broad substrate scope and tolerates various functional groups. Base hydrolysis of the amidation product provides the anthranilic acid derivatives and methylphenyl sulfoximine (MPS) directing group. This method Is successfully employed for the synthesis of HMR 1766.