1-chloropiperazine | 121712-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-chloropiperazine
• 英文别名: salzsaures Piperazin
• CAS: 121712-70-7
• 化学式: C₄H₉ClN₂
• 分子量: 120.582
• InChiKey: LCVHVKGRUGQUEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-肼基嘧啶 、 1-chloropiperazine 在 间氯过氧苯甲酸 、 copper dichloride 作用下， 以 二甲基亚砜 为溶剂， 以46.5 %的产率得到1-(2-嘧啶基)哌嗪
  参考文献：
  名称：

  一种2-(1-哌嗪基)嘧啶的制备方法

  摘要：

  本发明涉及生物医药合成领域内的一种2‑(1‑哌嗪基)嘧啶的制备方法，其以2‑肼基嘧啶和1‑氯哌嗪为原料，DMSO为溶剂，氯化铜为金属催化剂，间氯过氧苯甲酸（m‑CPBA）为氧化剂，经自由基偶联反应制备2‑(1‑哌嗪基)嘧啶。本发明提供的路线步骤简短，条件温和，产品收率高，为2‑(1‑哌嗪基)嘧啶的制备提供了一种新方法。

  公开号：

  CN117567379A
• 作为产物：
  描述：

  哌嗪 在 N-氯-N-甲基-4-甲苯磺酰胺 、 sodium perchlorate 作用下， 以 乙腈 为溶剂， 生成 1-chloropiperazine
  参考文献：
  名称：

  Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions

  摘要：

  Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2-trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 degrees C and ionic strength 0.5M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright (c) 2013 John Wiley & Sons, Ltd.

  DOI：

  10.1002/poc.3127

文献信息

• MINISCI, FRANCESCO;VISMARA, EELENA;FONTANA, FRANCESCA;PLATONE, EDUARDO;FA+, J. CHEM. SOC. PERKIN TRANS. PT 2,(1989) N, C. 123-126
  作者：MINISCI, FRANCESCO、VISMARA, EELENA、FONTANA, FRANCESCA、PLATONE, EDUARDO、FA+

  DOI：——

  日期：——
• Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions
  作者：Cristina Pastoriza、Juan Manuel Antelo、Juan Crugeiras

  DOI：10.1002/poc.3127

  日期：2013.7

  Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2-trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 degrees C and ionic strength 0.5M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright (c) 2013 John Wiley & Sons, Ltd.
• 一种2-(1-哌嗪基)嘧啶的制备方法
  申请人：扬州市普林斯医药科技有限公司

  公开号：CN117567379A

  公开（公告）日：2024-02-20

  本发明涉及生物医药合成领域内的一种2‑(1‑哌嗪基)嘧啶的制备方法，其以2‑肼基嘧啶和1‑氯哌嗪为原料，DMSO为溶剂，氯化铜为金属催化剂，间氯过氧苯甲酸（m‑CPBA）为氧化剂，经自由基偶联反应制备2‑(1‑哌嗪基)嘧啶。本发明提供的路线步骤简短，条件温和，产品收率高，为2‑(1‑哌嗪基)嘧啶的制备提供了一种新方法。