N-benzyl-1-(4-chlorophenyl)ethylene-1,2-diamine | 147461-78-7

• 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: N-benzyl-1-(4-chlorophenyl)ethylene-1,2-diamine
• 英文别名: N-benzyl-1-(4-chlorophenyl)ethane-1,2-diamine
• CAS: 147461-78-7
• 化学式: C₁₅H₁₇ClN₂
• mdl: MFCD20761501
• 分子量: 260.766
• InChiKey: LQJYLMXJXPPODY-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：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-1-(4-chlorophenyl)ethylene-1,2-diamine 在 ammonium hydroxide 、 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.67h， 生成 N-benzyl-1-(4-chlorophenyl)-N'-ethylethylene-1,2-diamine
  参考文献：
  名称：

  Novel synthesis of substituted c-phenylpiperazines by addition of benzylamine or methylamine to β-nitrostyrene

  摘要：

  Addition of benzylamine or methylamine to 4-chloro-beta-nitrostyrene 2 allowed the successful obtention of 1-phenylethylene-1,2-diamines 5,6. The intermediate nitrocompounds 3,4 were isolated and then reduced in acidic conditions. Selective ethylation of primary amine group to 11,12 followed by cyclization with 1,2-dibromopropionitrile or ethyl 1,2-dibromopropionate led to substituted 6-phenylpiperazines 13-18. The stereoisomers were separated and unambiguously identified by a spectroscopic study.

  DOI：

  10.1016/s0040-4020(01)90191-7
• 作为产物：
  描述：

  1-nitro-2-(4-chlorophenyl)ethylene 在 盐酸 、 锌 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.0h， 生成 N-benzyl-1-(4-chlorophenyl)ethylene-1,2-diamine
  参考文献：
  名称：

  Novel synthesis of substituted c-phenylpiperazines by addition of benzylamine or methylamine to β-nitrostyrene

  摘要：

  Addition of benzylamine or methylamine to 4-chloro-beta-nitrostyrene 2 allowed the successful obtention of 1-phenylethylene-1,2-diamines 5,6. The intermediate nitrocompounds 3,4 were isolated and then reduced in acidic conditions. Selective ethylation of primary amine group to 11,12 followed by cyclization with 1,2-dibromopropionitrile or ethyl 1,2-dibromopropionate led to substituted 6-phenylpiperazines 13-18. The stereoisomers were separated and unambiguously identified by a spectroscopic study.

  DOI：

  10.1016/s0040-4020(01)90191-7

文献信息

• Novel synthesis of substituted c-phenylpiperazines by addition of benzylamine or methylamine to β-nitrostyrene
  作者：M. Mouhtaram、L. Jung、J.F. Stambach

  DOI：10.1016/s0040-4020(01)90191-7

  日期：1993.2

  Addition of benzylamine or methylamine to 4-chloro-beta-nitrostyrene 2 allowed the successful obtention of 1-phenylethylene-1,2-diamines 5,6. The intermediate nitrocompounds 3,4 were isolated and then reduced in acidic conditions. Selective ethylation of primary amine group to 11,12 followed by cyclization with 1,2-dibromopropionitrile or ethyl 1,2-dibromopropionate led to substituted 6-phenylpiperazines 13-18. The stereoisomers were separated and unambiguously identified by a spectroscopic study.