1-Benzotriazol-1-yl-N-benzoyl-2-phenylethylamine | 134004-81-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-Benzotriazol-1-yl-N-benzoyl-2-phenylethylamine
• 英文别名: N-<1-(benzotriazol-1-yl)-2-phenylethyl>benzamide；N-(1-benzotriazol-1-yl-2-phenylethyl)benzamide；N-[1-(1H-1,2,3-Benzotriazol-1-yl)-2-phenylethyl]benzamide；N-[1-(benzotriazol-1-yl)-2-phenylethyl]benzamide
• CAS: 134004-81-2
• 化学式: C₂₁H₁₈N₄O
• 分子量: 342.4
• InChiKey: DASPYCAGLGTBSW-UHFFFAOYSA-N

物化性质

• 熔点：
  180-182 °C(Solv: ethanol (64-17-5))
• 沸点：
  624.6±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Benzotriazol-1-yl-N-benzoyl-2-phenylethylamine 在 三氟甲磺酸三甲基硅酯 、 sodium hydride 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 mineral oil 为溶剂， 生成 2,5-二苯基恶唑
  参考文献：
  名称：

  Iodine(III)-Promoted Synthesis of Oxazoles through Oxidative Cyclization of N-Styrylbenzamides

  摘要：

  The hypervalent iodine reagent PhI(OTf)(2), generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction.

  DOI：

  10.1055/s-0033-1339491
• 作为产物：
  描述：

  T406石油添加剂 、 苯乙醛 、 苯甲酰胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 1-Benzotriazol-1-yl-N-benzoyl-2-phenylethylamine
  参考文献：
  名称：

  Iodine(III)-Promoted Synthesis of Oxazoles through Oxidative Cyclization of N-Styrylbenzamides

  摘要：

  The hypervalent iodine reagent PhI(OTf)(2), generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction.

  DOI：

  10.1055/s-0033-1339491

文献信息

• <i>N</i>-[1-(Benzotriazol-1-yl)alkyl]amides, Versatile Amidoalkylation Reagents. Part 3.¹Syntheses of Open-Chain<i>N</i>-Protected-Hemithioaminals
  作者：Alan R. Katritzky、Ichiro Takahashi、Wei-Qiang Fan、Juliusz Pernak

  DOI：10.1055/s-1991-28407

  日期：——

  N-[(1-Benzotriazol-1-yl)alkyl]amides 1 react readily with a variety of thiols (both aliphatic and aromatic) and sodium sulfide under mild conditions to give N-acylhemithioaminals in good yields.

  N-[(1-苯并三唑-1-基)烷基]酰胺1在温和条件下能与多种硫醇（包括脂肪族和芳香族硫醇）以及硫化钠迅速反应，以良好的产率生成N-酰基半硫亚胺。
• A Novel Route to N-Styrylamides
  作者：A. R. Katritzky、A. V. Ignatchenko、H. Lang

  DOI：10.1080/00397919508012683

  日期：1995.4

  A general synthesis of N-styrylamides starting from amides and phenylacetaldehyde is described. Condensation of the amide, aldehyde and benzotriazole affords N-(1-benzotriazol-1-yl-2-phenylethyl)amides 2 from which the benzotriazole molecule is smoothly eliminated.
• N-(1-benzotriazol-1-ylalkyl)amides, versatile .alpha.-amidoalkylation reagents. 1. .alpha.-Amidoalkylation of CH acids
  作者：Alan R. Katritzky、Juliusz Pernak、Wei Qiang Fan、Franciszek Saczewski

  DOI：10.1021/jo00014a020

  日期：1991.7

  N-(1-Benzotriazol-1-ylalkyl)amides 2, easily prepared from an amide and an aldehyde with benzotriazole, react smoothly with CH acids under mild conditions to give the alpha-amidoalkylation products in good yields. Benzotriazole aminals also react with CH acids in the presence of methyl iodide.
• N-[1-(Benzotriazol-1-yl)alkyl]amides, versatile amidoalkylation reagents. 5. A general and convenient route to N-(.alpha.-alkoxyalkyl)amides
  作者：Alan R. Katritzky、Wei Qiang Fan、Michael Black、Juliusz Pernak

  DOI：10.1021/jo00028a028

  日期：1992.1

  N-[1-(Benzotriazol-1-yl)alkyl]amides 2, easily prepared from benzotriazole 1, an aldehyde, and an amide, react readily with a variety of primary and secondary alcohols under mild conditions to give N-(alpha-alkoxyalkyl)amides 3 in good yield.
• KATRITZKY, ALAN R.;PERNAK, JULIUSZ;FAN, WEI-QIANG;SACZEWSKI, FRANCISZEK, J. ORG. CHEM., 56,(1991) N4, C. 4439-4443
  作者：KATRITZKY, ALAN R.、PERNAK, JULIUSZ、FAN, WEI-QIANG、SACZEWSKI, FRANCISZEK

  DOI：——

  日期：——