N-[2-叠氮基-1-(4-甲基苯基)乙基]-4-甲基苯磺酰胺 | 400851-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-[2-叠氮基-1-(4-甲基苯基)乙基]-4-甲基苯磺酰胺
• 英文名称: 1N-[2-azido-1-(4-methylphenyl)ethyl]-4-methyl-1-benzenesulfonamide
• 英文别名: 1-[2-azido-1-(4-methylphenylsulfonamido)ethyl]-4-methylbenzene；Benzenesulfonamide, N-[2-azido-1-(4-methylphenyl)ethyl]-4-methyl-；N-[2-azido-1-(4-methylphenyl)ethyl]-4-methylbenzenesulfonamide
• CAS: 400851-21-0
• 化学式: C₁₆H₁₈N₄O₂S
• 分子量: 330.411
• InChiKey: MDECSIHJSCGMBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-tosyl-2-(p-tolyl)aziridine 在 sodium azide 、 lithium perchlorate 作用下， 以 乙腈 为溶剂， 反应 3.5h， 生成 N-[2-叠氮基-1-(4-甲基苯基)乙基]-4-甲基苯磺酰胺 、 1N-[2-azido-2-(4-methylphenyl)ethyl]-4-methyl-1-benzenesulfonamide
  参考文献：
  名称：

  高氯酸锂催化氮丙啶与叠氮化钠和氰化钠的区域选择性开环

  摘要：

  在催化量的高氯酸锂存在下，氮丙啶与叠氮化钠和氰化钠在基本上温和和中性的反应条件下平稳反应，以高产率和高区域选择性提供相应的 β-叠氮基和 β-氰胺。

  DOI：

  10.1055/s-2002-35216

文献信息

• Lithium Perchlorate Catalyzed Regioselective Ring Opening of Aziridines with Sodium Azide and Sodium Cyanide
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、G. Parimala、P. Venkatram Reddy

  DOI：10.1055/s-2002-35216

  日期：——

  Aziridines react smoothly with sodium azide and sodium cyanide in the presence of catalytic amount of lithium perchlorate under essentially mild and neutral reaction conditions to afford the corresponding β-azido and β-cyaoamines in high yields with high regioselectivity.

  在催化量的高氯酸锂存在下，氮丙啶与叠氮化钠和氰化钠在基本上温和和中性的反应条件下平稳反应，以高产率和高区域选择性提供相应的 β-叠氮基和 β-氰胺。
• Ring Opening of Epoxides and Aziridines with Sodium Azide using Oxone^®in Aqueous Acetonitrile: A Highly Regioselective Azidolysis Reaction
  作者：Gowravaram Sabitha、R. Satheesh Babu、M. Shashi Reddy、J. S. Yadav

  DOI：10.1055/s-2002-34848

  日期：——

  A wide variety of epoxides and aziridines were converted to the corresponding β-azido alcohols and β-azido amines with sodium azide using Oxone® in aqueous acetonitrile. The reactions were highly regioselective and efficient with excellent yields at room temperature under mild reaction conditions.

  使用 Oxone® 在乙腈水溶液中使用叠氮化钠将多种环氧化物和氮丙啶转化为相应的 β-叠氮醇和 β-叠氮胺。该反应具有高度的区域选择性和高效性，在温和的反应条件下在室温下具有优异的收率。
• INDIUM TRICHLORIDE PROMOTED REGIOSELECTIVE RING OPENING OF AZIRIDINES WITH TMS AZIDE
  作者：J. S. Yadav、B. V. Subba Reddy、G. Mahesh Kumar、V. S. R. Murthy

  DOI：10.1081/scc-120004058

  日期：2002.1.1

  N-Tosylaziridines are opened regioselectively with trimethylsilyl azide in the presence of indium trichloride to afford the corresponding azido amines in high yields.
• Cerium(III) Chloride Promoted Highly Regioselective Ring Opening of Epoxides and Aziridines Using NaN₃ in Acetonitrile:  A Facile Synthesis of 1,2-Azidoalcohols and 1,2-Azidoamines
  作者：Gowravaram Sabitha、R. Satheesh Babu、M. Rajkumar、J. S. Yadav

  DOI：10.1021/ol016979q

  日期：2002.2.1

  [GRAPHICS]convenient and efficient synthesis of 1,2-azidoalcohols and 1,2-azidoamines has been achieved by ring opening of epoxides and aziridines using cerium(Ill) chloride and sodium azide in acetonitrile. The reaction is highly regloselective and afforded the corresponding products in good to excellent yields under mild and neutral reaction conditions. The method is very rapid and equally compatible for both epoxides and aziridines.