3-benzyl-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide | 20434-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 英文名称: 3-benzyl-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide
• 英文别名: 3-Benzyl-1,2,4-benzothiadiazin-1,1-dioxid；3-benzyl-4H-1,2,4-benzothiadiazine 1,1-dioxide；3-Benzyl-1lambda~6~,2,4-benzothiadiazine-1,1(4H)-dione；3-benzyl-4H-1λ6,2,4-benzothiadiazine 1,1-dioxide
• CAS: 20434-66-6
• 化学式: C₁₄H₁₂N₂O₂S
• 分子量: 272.327
• InChiKey: KSFSESCYVXQCAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-Phenacetylamino-benzol-sulfonsaeure-amid 在 ammonium hydroxide 作用下， 生成 3-benzyl-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide
  参考文献：
  名称：

  -2H-1,2,4-苯并噻二嗪1,1-二氧化物体系的取代基常数。

  摘要：

  DOI：

  10.1021/jm00274a018

文献信息

• Ruthenium-catalysed oxidative synthesis of heterocycles from alcohols
  作者：Andrew J. A. Watson、Aoife C. Maxwell、Jonathan M. J. Williams

  DOI：10.1039/c1ob06516e

  日期：——

  Ruthenium-catalysed hydrogen transfer has been successfully used for the conversion of alcohols into either 2,3-dihydroquinazolines or quinazolines. The choice of reaction conditions allows for the selective formation of either heterocycle and the methodology can also be applied to the sulfonamide analogue.

  钌催化的氢转移已被成功用于将醇转化为2,3-二氢喹唑啉或喹唑啉。反应条件的选择能够选择性地形成任一杂环，并且该方法也可以应用于磺酰胺类似物。
• 10.1039/d4cc01554a
  作者：Manna, Subarna、Sahoo, Sangita、Rit, Arnab

  DOI：10.1039/d4cc01554a

  日期：——

  stable zinc compound, for the efficient coupling of o-amino amides/esters with nitriles to afford diverse quinazolinone scaffolds and their synthetic utility was showcased via post-modification to access therapeutically relevant compounds. Importantly, mechanistic probes established the reaction pathway that proceeds via aminyl radical.

  在此，我们报告了一种仅以配体为中心的氧化还原控制方案，利用工作台稳定的锌化合物，将邻氨基酰胺/酯与腈有效偶联，以提供不同的喹唑啉酮支架，并通过后修饰展示了它们的合成效用，以达到治疗目的相关化合物。重要的是，机械探针建立了通过氨基自由基进行的反应途径。
• Synthetic Utility of Ammonium Salts in a Cu-Catalyzed Three-Component Reaction as a Facile Coupling Partner
  作者：Jinho Kim、S. Yunmi Lee、Junseung Lee、Youngkyu Do、Sukbok Chang

  DOI：10.1021/jo802014g

  日期：2008.12.5

  Ammonium salts were found to be a convenient and inexpensive reagent in the Cu-catalyzed three-component reaction with terminal alkynes and sulfonyl or phosphoryl azides leading to N-unprotected amidines. Thus obtained amidines bearing 2-bromobenzenesulfonyl moiety were efficiently cyclized by the Cu-catalyzed intramolecular N-arylation to give an important pharmacophore skeleton of 2H-1,2,4-benzothiadiazine 1,1-dioxides. Conveniently, two tandem catalytic procedures could be readily operated in one pot.
• Su, Weike; Cai, Hongfei; Yang, Bibo, Journal of Chemical Research, 2004, # 1, p. 87 - 88
  作者：Su, Weike、Cai, Hongfei、Yang, Bibo

  DOI：——

  日期：——
• .pi.-Substituent constants for the 2H-1,2,4-benzothiadiazine 1,1-dioxide system
  作者：John G. Topliss、Milton D. Yudis

  DOI：10.1021/jm00274a018

  日期：1972.4