N-ethoxy-N'-(1-naphthyl)methylurea | 613652-92-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-ethoxy-N'-(1-naphthyl)methylurea
• 英文别名: N-ethoxy-N’-(1-naphthyl)methylurea；N-ethoxy-N'-(naphthalen-1-ylmethyl)urea；1-ethoxy-3-(naphthalen-1-ylmethyl)urea
• CAS: 613652-92-9
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: MEZJGMAFTXKIRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-ethoxy-N'-(1-naphthyl)methylurea 在 次氯酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以100%的产率得到N-chloro-N-ethoxy-N'-(1-naphthylmethyl)urea
  参考文献：
  名称：

  Geminal systems. 50. Synthesis and alcoholysis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and benzamides

  摘要：

  Procedures were developed for the synthesis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and benzamides by the reactions of the corresponding N-alkoxy-N-chloro derivatives with sodium carboxylates in MeCN. N-Chloro-N-etlioxy-p-toluenesulfonamide was inert in this reaction. Alcoholysis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and tert-alkylamines afforded the corresponding N,N-dialkoxy derivatives, whereas alcoholysis of N-acetoxy-N-ethoxybenzamide gave rise to alkyl benzoates.

  DOI：

  10.1023/b:rucb.0000011887.40529.b0
• 作为产物：
  描述：

  1-isocyanatomethyl-naphthalene 、 O-乙基羟胺 以 苯 为溶剂， 反应 48.0h， 以74%的产率得到N-ethoxy-N'-(1-naphthyl)methylurea
  参考文献：
  名称：

  Geminal systems. 50. Synthesis and alcoholysis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and benzamides

  摘要：

  Procedures were developed for the synthesis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and benzamides by the reactions of the corresponding N-alkoxy-N-chloro derivatives with sodium carboxylates in MeCN. N-Chloro-N-etlioxy-p-toluenesulfonamide was inert in this reaction. Alcoholysis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and tert-alkylamines afforded the corresponding N,N-dialkoxy derivatives, whereas alcoholysis of N-acetoxy-N-ethoxybenzamide gave rise to alkyl benzoates.

  DOI：

  10.1023/b:rucb.0000011887.40529.b0

文献信息

• Interaction of Ninhydrin with N-Alkoxy-N’-arylureas and N-Alkoxy-N’-alkylureas. 1-Alkoxy-3-aryl(alkyl)-3a,8a-dihydroxy-1,3,3a,8a-tetrahydroindeno [1,2-d]imidazole-2,8-diones: Synthesis and Structure
  作者：Vasiliy G. Shtamburg、Victor V. Shtamburg、Andrey A. Anishchenko、Alexander V. Mazepa、Eduard B. Rusanov

  DOI：10.1016/j.molstruc.2021.131443

  日期：2022.1
• Geminal systems. 50. Synthesis and alcoholysis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and benzamides
  作者：V. G. Shtamburg、E. A. Klots、A. P. Pleshkova、V. I. Avramenko、S. P. Ivonin、A. V. Tsygankov、R. G. Kostyanovsky

  DOI：10.1023/b:rucb.0000011887.40529.b0

  日期：2003.10

  Procedures were developed for the synthesis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and benzamides by the reactions of the corresponding N-alkoxy-N-chloro derivatives with sodium carboxylates in MeCN. N-Chloro-N-etlioxy-p-toluenesulfonamide was inert in this reaction. Alcoholysis of N-acyloxy-N-alkoxy derivatives of ureas, carbamates, and tert-alkylamines afforded the corresponding N,N-dialkoxy derivatives, whereas alcoholysis of N-acetoxy-N-ethoxybenzamide gave rise to alkyl benzoates.