1-(4-chlorophenyl)-N'-ethyl-N-methylethylene-1,2-diamine | 147461-84-5

• 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-(4-chlorophenyl)-N'-ethyl-N-methylethylene-1,2-diamine
• 英文别名: 1-(4-chlorophenyl)-N'-ethyl-N-methylethane-1,2-diamine
• CAS: 147461-84-5
• 化学式: C₁₁H₁₇ClN₂
• 分子量: 212.722
• InChiKey: RWUXSKNNBQQGQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二溴丙腈 、 1-(4-chlorophenyl)-N'-ethyl-N-methylethylene-1,2-diamine 在 N,N-二异丙基乙胺 作用下， 以 苯 为溶剂， 反应 10.0h， 以23%的产率得到4-ethyl-6-(4-chlorophenyl)-1-methylpiperazine-2-carbonitrile
  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 、 ammonium hydroxide 、 sodium hydride 、 三氟乙酸 、 锌 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 4.67h， 生成 1-(4-chlorophenyl)-N'-ethyl-N-methylethylene-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