N-[2-(chloroamino)ethyl]acetamide | 321746-35-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[2-(chloroamino)ethyl]acetamide
• CAS: 321746-35-4
• 化学式: C₄H₉ClN₂O
• 分子量: 136.581
• InChiKey: RDYVYSVHDRTMHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  N-[2-(chloroamino)ethyl]acetamide 、 N-乙酰基乙二胺 在 potassium carbonate 作用下， 以 氯仿 为溶剂， 15.0 ℃ 、500.01 MPa 条件下， 反应 48.0h， 以57%的产率得到1,2-bis(2-acetamidoethyl)-3-(acetamidomethyl)diaziridine
  参考文献：
  名称：

  High pressure‐assisted synthesis of 1,2,3‐trialkyldiaziridines from N‐chloroalkylamines

  摘要：

  Abstractmagnified imageNew method for the preparation of 1,2,3‐trialkyldiaziridines 1 in high yields, based on the transformation of N‐chloroalkylamines 3 without using carbonyl compounds in the presence of primary aliphatic amines with the same alkyl fragment, potassium carbonate and a small amount of water in CHCl3 under high pressure (500 MPa), was developed. Diaziridines 1 can be synthesized in the same conditions using a larger amount of potassium carbonate instead of primary aliphatic amines however in lower yields. The kinetic investigations on the synthesis of 1,2‐diethyl‐3‐methyldiaziridine 1a from N‐chloroethylamine 3a have shown that the reaction leading to diaziridine 1a proceeds according to the law of the second order.

  DOI：

  10.1002/jhet.5570450230
• 作为产物：
  描述：

  N-乙酰基乙二胺 在 次氯酸叔丁酯 作用下， 以 氯仿 为溶剂， 生成 N-[2-(chloroamino)ethyl]acetamide
  参考文献：
  名称：

  High pressure‐assisted synthesis of 1,2,3‐trialkyldiaziridines from N‐chloroalkylamines

  摘要：

  Abstractmagnified imageNew method for the preparation of 1,2,3‐trialkyldiaziridines 1 in high yields, based on the transformation of N‐chloroalkylamines 3 without using carbonyl compounds in the presence of primary aliphatic amines with the same alkyl fragment, potassium carbonate and a small amount of water in CHCl3 under high pressure (500 MPa), was developed. Diaziridines 1 can be synthesized in the same conditions using a larger amount of potassium carbonate instead of primary aliphatic amines however in lower yields. The kinetic investigations on the synthesis of 1,2‐diethyl‐3‐methyldiaziridine 1a from N‐chloroethylamine 3a have shown that the reaction leading to diaziridine 1a proceeds according to the law of the second order.

  DOI：

  10.1002/jhet.5570450230

文献信息

• High pressure‐assisted synthesis of 1,2,3‐trialkyldiaziridines from N‐chloroalkylamines
  作者：Vladimir V. Kuznetsov、Julia S. Syroeshkina、Dmitrii I. Moskvin、Marina I. Struchkova、Nina N. Makhova、Alexey A. Zharov

  DOI：10.1002/jhet.5570450230

  日期：2008.3

  Abstractmagnified imageNew method for the preparation of 1,2,3‐trialkyldiaziridines 1 in high yields, based on the transformation of N‐chloroalkylamines 3 without using carbonyl compounds in the presence of primary aliphatic amines with the same alkyl fragment, potassium carbonate and a small amount of water in CHCl3 under high pressure (500 MPa), was developed. Diaziridines 1 can be synthesized in the same conditions using a larger amount of potassium carbonate instead of primary aliphatic amines however in lower yields. The kinetic investigations on the synthesis of 1,2‐diethyl‐3‐methyldiaziridine 1a from N‐chloroethylamine 3a have shown that the reaction leading to diaziridine 1a proceeds according to the law of the second order.