3-methyl-2,6-diphenylpiperidin-4-one hydrochloride | 20821-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-methyl-2,6-diphenylpiperidin-4-one hydrochloride
• 英文别名: 3-methyl-2,6-diphenylpiperidinium-4-one chloride；3-Methyl-2,6-diphenyl-piperidon-(4)-hydrochlorid；3-methyl-2,6-diphenylpiperidin-4-one;hydrochloride
• CAS: 20821-59-4
• 化学式: C₁₈H₁₉NO*ClH
• 分子量: 301.816
• InChiKey: VDVFBUAISMGRRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-methyl-2,6-diphenylpiperidin-4-one hydrochloride 在 sodium azide 、 硫酸 作用下， 生成 3-methyl-2,7-diphenyl-[1,4]diazepan-5-one
  参考文献：
  名称：

  用偶氮酸轻松脱硝化环 N-亚硝胺

  摘要：

  摘要 报道了一种使用 HN3（浓 H2SO4 + NaN3）对环状 N-亚硝胺进行脱亚硝基的简单易行的方法。在该方法中，该试剂的有限使用不会影响羰基。图形概要

  DOI：

  10.1080/00397911.2015.1063654
• 作为产物：
  描述：

  苯甲醛 、 丁酮 在 ammonium acetate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.25h， 生成 3-methyl-2,6-diphenylpiperidin-4-one hydrochloride
  参考文献：
  名称：

  Synthesis, spectral analysis and in vitro microbiological evaluation of 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones as a new class of antibacterial and antifungal agents

  摘要：

  In the present work, a new series of bis hybrid heterocycle comprising both piperidine and thiohydantoin nuclei together namely 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones 46-60 was synthesized by the treatment of the respective thiosemicarbazones 31-45 with chloroethyl acetate and anhydrous sodium acetate in refluxing ethanol for 4 h and were characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (H-1, D2O exchanged H-1 and C-13), two dimensional HOMOCOSY and NOESY spectroscopic data. In addition, the title compounds were screened for their antimicrobial activities against a spectrum of clinically isolated microbial organisms. Compounds 47-50, 52-55 and 57-60 with fluoro, chloro, methoxy or methyl functions at the para position of phenyl rings attached to C-2 and C-6 carbons of piperidine moiety along with and without methyl substituent at position C-3 of the piperidine ring exerted potent biological activities againstStaphylococcus aureus, beta-Hemolytic streptococcus, Vibrio cholerae, Escherichia coli, Pseudomonas aeruginosa, Aspergillus flavus, Candida albicans, Candida 6 and Candida 51 at a minimum inhibitory concentration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.074

文献信息

• Chlorination of 2-Phenoxypropanoic Acid with NCP in Aqueous Acetic Acid:  Using a Novel Ortho−Para Relationship and the Para/Meta Ratio of Substituent Effects for Mechanism Elucidation
  作者：Manuel A. P. Segurado、João Carlos R. Reis、Jaime D. Gomes de Oliveira、Senthamaraikannan Kabilan、Manohar Shanthi

  DOI：10.1021/jo0706224

  日期：2007.7.1

  beyond the aromatic ring. Activation enthalpies and entropies were estimated for substrates bearing the isoselective substituent in either ortho and para positions, being demonstrated that they are much different from the values for the parent substrate. The electrophilic attack on the phenolic oxygen atom by the protonated chlorinating agent is proposed as the rate-determining step, this step being followed

  对的（氧化chlorodehydrogenation测定速率常数[R ，小号）-2- phenoxypropanoic酸和九个邻- ，对- 10和五个间位取代的衍生物，使用（- [R ，小号）-1-氯-3-甲基-2,6-二苯基哌啶-4-酮（NCP）作为氯化剂。动力学是在伪一级反应条件下，相对于NCP，在5K（v / v）50％（v / v）的乙酸水溶液中，在高氯酸酸化的条件下，在298至318 K之间的5 K的温度间隔下进行的，衍生品。根据等动力学关系（IKR）分析了速率常数对温度的依赖性。对于在五个不同温度下研究的20个反应，等动力学温度估计为382 K，这表明水分子优先参与速率确定步骤。使用Hammett方程的四线性扩展分析了速率常数对间位和对位取代的依赖性。极性取代基效应的对位/间位比的参数λ估计为0.926，其静电模型表明在靠近苯氧基的氧原子附近带有电荷的活化络合物的形成。引入了一
• Spectral characterization of novel bis heterocycles comprising both piperidine and thiohydantoin nuclei
  作者：J. Thanusu、V. Kanagarajan、M. Gopalakrishnan

  DOI：10.1007/s11164-010-0221-7

  日期：2010.12

  A series of bis heterocycles comprising both piperidine and thiohydantoin nuclei namely 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones is synthesized and characterized by melting point, elemental analysis, MS, FT–IR, one-dimensional NMR (1H, D2O exchanged 1H and 13C), two-dimensional HOMOCOSY, and NOESY spectroscopic data.

  通过熔点、元素分析、质谱、傅立叶变换红外光谱、一维核磁共振（1H、D2O 交换 1H 和 13C）、二维 HOMOCOSY 和 NOESY 光谱数据，合成了一系列由哌啶和硫代海因核组成的双杂环，即 3-(3-烷基-2,6-二芳基哌啶-4-亚基)-2-硫酮咪唑烷-4-酮。
• <i>N</i>-Chloro-3-methyl-2,6-diphenylpiperidin- 4-one (NCP) – An Efficient, Mild, Stable Oxidant for Cleavage of Carbon-Nitrogen Double Bonds of Oximes
  作者：S. Balasubramanian、C. Ramalingan、S. Kabilan

  DOI：10.1081/scc-120022470

  日期：2003.9.1

  Aldoximes and ketoximes are effectively deoximated to regenerate the carbonyl compound by an efficient, mild, stable oxidant N-chloro-3-methyl-2,6-diphenylpiperidin-4-one (NCP).
• Ganapathy, K.; Vijayan, B., Journal of the Indian Chemical Society, 1983, vol. 60, p. 572 - 574
  作者：Ganapathy, K.、Vijayan, B.

  DOI：——

  日期：——