1,2-bis(2-phenylethyl)-3-(phenylmethyl)diaziridine | 1021441-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-bis(2-phenylethyl)-3-(phenylmethyl)diaziridine
• 英文别名: 3-benzyl-1,2-di(2-phenylethyl)-diaziridine；3-Benzyl-1,2-bis(2-phenylethyl)diaziridine
• CAS: 1021441-07-5
• 化学式: C₂₄H₂₆N₂
• 分子量: 342.484
• InChiKey: QGVYGJPSIFCIFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-phenylethyl)-3-(phenylmethyl)diaziridine 、 丁炔二酸二乙酯 在 1-ethyl-3-methylimidazolium hydrogensulfate 作用下， 反应 48.0h， 以47%的产率得到diethyl 5-benzyl-1,2-bis(2-phenylethyl)-2,5-dihydro-1H-pyrazole-3,4-dicarboxylate
  参考文献：
  名称：

  1,2-二烷基和1,2,3-三烷基二氮丙啶的新反应：在离子液体中乙炔二羧酸二乙酯作用下的扩环

  摘要：

  在乙二烯二羧酸二乙酯作用于离子中的1,2-二-和1,2,3-三烷基二氮丙啶的作用下，发现了二氮丙啶环扩环的新反应，从而生成1,2,3,6-四氢嘧啶-4,5-二羧酸二乙酯衍生物液体。J.杂环化​​学，（2009）。

  DOI：

  10.1002/jhet.204
• 作为产物：
  描述：

  N-chloro-2-phenylethanamine 、 2-苯乙胺 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82%的产率得到1,2-bis(2-phenylethyl)-3-(phenylmethyl)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

文献信息

• A new reaction of 1,2-di- and 1,2,3-trialkyldiaziridines: Ring expansion under the action of diethyl acetylenedicarboxylate in ionic liquids
  作者：Yuliya S. Syroeshkina、Vladimir V. Kuznetsov、Vadim V. Kachala、Nina N. Makhova

  DOI：10.1002/jhet.204

  日期：2009.11

  New reaction of diaziridine ring expansion resulting in diethyl 1,2,3,6‐tetrahydropyrimidine‐4,5‐dicarboxylate derivatives was discovered under the action of diethyl acetylenedicarboxylate on 1,2‐di‐ and 1,2,3‐trialkyldiaziridines in ionic liquids. J. Heterocyclic Chem., (2009).

  在乙二烯二羧酸二乙酯作用于离子中的1,2-二-和1,2,3-三烷基二氮丙啶的作用下，发现了二氮丙啶环扩环的新反应，从而生成1,2,3,6-四氢嘧啶-4,5-二羧酸二乙酯衍生物液体。J.杂环化​​学，（2009）。
• 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.