N,N'-(1,3,2-dioxathiolane-2-oxide)-4,5-bis(2-chloroacetamide) | 1042418-70-1

• 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,N'-(1,3,2-dioxathiolane-2-oxide)-4,5-bis(2-chloroacetamide)
• 英文别名: 2-chloro-N-[5-[(2-chloroacetyl)amino]-2-oxo-1,3,2-dioxathiolan-4-yl]acetamide
• CAS: 1042418-70-1
• 化学式: C₆H₈Cl₂N₂O₅S
• 分子量: 291.112
• InChiKey: CLNRZFGOEHJYNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.03
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  93.73
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N,N'-(1,3,2-dioxathiolane-2-oxide)-4,5-bis(2-chloroacetamide) 、 乙醇 反应 6.0h， 以91%的产率得到N,N'-(1,2-diethoxyethan-1,2-diyl)bis(2-chloroacetamide)
  参考文献：
  名称：

  Synthesis of 1,2-diols ethers, condensation products of glyoxal with nitrogen-containing nucleophiles: I. Reaction of cyclic sulfites with primary alcohols and glycols

  摘要：

  In reactions of 4,5-diacetoxy-2-(dinitromethylene)imidazolidine, 4,5-diacetoxy-2-nitriminoimidazolidine, and 1,2-diacetoxy-1,2-bis(chloroacetylamino)ethane with thionyl chloride at room temperature the corresponding cyclic sulfites were obtained. Treating the sulfites with methanol, ethanol, and 2-chloroethanol at room temperature we prepared acyclic ethers in 80-90% yields. Similarly cyclic ethers were synthesized from ethylene glycol and 1,3-propanediol in 50-60% yields.

  DOI：

  10.1134/s1070428007080222
• 作为产物：
  描述：

  1,2-diacetoxy-1,2-bis(chloroacetylamino)ethane 在 氯化亚砜 作用下， 反应 24.0h， 以81%的产率得到N,N'-(1,3,2-dioxathiolane-2-oxide)-4,5-bis(2-chloroacetamide)
  参考文献：
  名称：

  Synthesis of 1,2-diols ethers, condensation products of glyoxal with nitrogen-containing nucleophiles: I. Reaction of cyclic sulfites with primary alcohols and glycols

  摘要：

  In reactions of 4,5-diacetoxy-2-(dinitromethylene)imidazolidine, 4,5-diacetoxy-2-nitriminoimidazolidine, and 1,2-diacetoxy-1,2-bis(chloroacetylamino)ethane with thionyl chloride at room temperature the corresponding cyclic sulfites were obtained. Treating the sulfites with methanol, ethanol, and 2-chloroethanol at room temperature we prepared acyclic ethers in 80-90% yields. Similarly cyclic ethers were synthesized from ethylene glycol and 1,3-propanediol in 50-60% yields.

  DOI：

  10.1134/s1070428007080222