3-methylamino-N,3-diphenylprop-2-enamide | 1108182-94-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-methylamino-N,3-diphenylprop-2-enamide
• 英文别名: (Z)-3-(methylamino)-N,3-diphenylprop-2-enamide
• CAS: 1108182-94-0
• 化学式: C₁₆H₁₆N₂O
• 分子量: 252.316
• InChiKey: XCRMFLKRXRDVPH-QINSGFPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methylamino-N,3-diphenylprop-2-enamide 、 4-methylbenzenediazonium tetraphenylborate 在 sodium acetate 作用下， 以 二氯甲烷 为溶剂， 以4%的产率得到3methyl-5-(4-methylphenyldiazenyl)-2,2,4-triphenyl-6-phenylamino-3H-1,3,2λ(4)-oxazaborine
  参考文献：
  名称：

  Straightforward access to oxazaborines, diazaborinones and triazaborines by reactions of β-enaminoamides with 4-methylbenzenediazonium tetraphenylborate

  摘要：

  The reaction of substituted beta-enaminoamides with 4-methylbenzenediazonium tetraphenylborate in dichloromethane produces besides the primary products of azo coupling reaction at the alpha-carbon atom of beta-enaminoamides, also mixtures of heterocyclic compounds of boron: 1,3,2 lambda(4)-oxazaborines, 1H-1,3,2 lambda(4)-diazaborine-4-ones and 4H-1,2,4,3 lambda(4)-triazaborines. Proportions of the products change depending on the reaction conditions, particularly depending on the presence or absence of base (sodium acetate) in the reaction mixture. The heterocyclic compounds were separated chromatographically and identified by means of X-ray, H-1, B-11, C-13 and N-15 NMR spectra and elemental analyses. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.10.004

文献信息

• Straightforward access to oxazaborines, diazaborinones and triazaborines by reactions of β-enaminoamides with 4-methylbenzenediazonium tetraphenylborate
  作者：Markéta Svobodová、Jan Bárta、Petr Šimůnek、Valerio Bertolasi、Vladimír Macháček

  DOI：10.1016/j.jorganchem.2008.10.004

  日期：2009.1

  The reaction of substituted beta-enaminoamides with 4-methylbenzenediazonium tetraphenylborate in dichloromethane produces besides the primary products of azo coupling reaction at the alpha-carbon atom of beta-enaminoamides, also mixtures of heterocyclic compounds of boron: 1,3,2 lambda(4)-oxazaborines, 1H-1,3,2 lambda(4)-diazaborine-4-ones and 4H-1,2,4,3 lambda(4)-triazaborines. Proportions of the products change depending on the reaction conditions, particularly depending on the presence or absence of base (sodium acetate) in the reaction mixture. The heterocyclic compounds were separated chromatographically and identified by means of X-ray, H-1, B-11, C-13 and N-15 NMR spectra and elemental analyses. (C) 2008 Elsevier B.V. All rights reserved.