N-chloro-N',N'-dimethyl-N-n-propoxyurea | 502448-00-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: N-chloro-N',N'-dimethyl-N-n-propoxyurea
• 英文别名: N-chloro-N-n-propyloxy-N',N'-dimethylurea；1-Chloro-3,3-dimethyl-1-propoxyurea
• CAS: 502448-00-2
• 化学式: C₆H₁₃ClN₂O₂
• 分子量: 180.634
• InChiKey: BKGQEXYZHIAPDD-UHFFFAOYSA-N

物化性质

• 沸点：
  192.2±23.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-chloro-N',N'-dimethyl-N-n-propoxyurea 以 乙腈 为溶剂， 反应 1249.0h， 生成 N-isopropoxy-N',N'-dimethyl-N-propoxyurea
  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：

  N,N-dimethyl-N'-n-propoxyurea 在 次氯酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以97.8%的产率得到N-chloro-N',N'-dimethyl-N-n-propoxyurea
  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

• Synthesis, structure and properties of N-alkoxy-N-(1-pyridinium)urea salts, N-alkoxy-N-acyloxyureas and N,N-dialkoxyureas
  作者：Vasiliy G. Shtamburg、Oleg V. Shishkin、Roman I. Zubatyuk、Svetlana V. Kravchenko、Alexander V. Tsygankov、Victor V. Shtamburg、Vitaliy B. Distanov、Remir G. Kostyanovsky

  DOI：10.1016/j.mencom.2007.05.016

  日期：2007.5

  N-Alkoxy-N-(1-pyridinium)urea salts 3, 4 have been prepared, the conversions of N-acetoxy-N-methoxyurea 7 into N,N '-di-methoxyurea 8 and of N-n-propyloxy-N-(1-pyridinium)-N ',N '-dimethylurea chloride 6 into N,N-dimethoxy-N ',N '-dimethylurea 11 were carried out. A high pyramidality of the amide nitrogen in O-N-X groups [X = N+C5H5, OMe, OC(o)C6H4Cl-p] has been revealed by XRD studies of ureas 3b, 8 and N-p-chlorobenzoyloxy-N-n-butyloxyurea 9.