2-chloro-1-[(4-chlorobenzoyl)methyl]pyridinium bromide | 7401-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-1-[(4-chlorobenzoyl)methyl]pyridinium bromide
• 英文别名: 2-chloro-1-[2-(4-chlorophenyl)-2-oxoethyl]pyridinium bromide；2-chloro-1-(4-chloro-phenacyl)-pyridinium; bromide；2-Chlor-1-(4-chlor-phenacyl)-pyridinium; Bromid；2-Chloro-1-[2-(4-chlorophenyl)-2-oxoethyl]pyridin-1-ium bromide；1-(4-chlorophenyl)-2-(2-chloropyridin-1-ium-1-yl)ethanone;bromide
• CAS: 7401-14-1
• 化学式: Br*C₁₃H₁₀Cl₂NO
• 分子量: 347.038
• InChiKey: FBQRGJCPONHRBB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.17
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-1-[(4-chlorobenzoyl)methyl]pyridinium bromide 在 三乙胺 作用下， 以 乙醇 、 正丁醇 为溶剂， 反应 4.0h， 生成 2-amino-3-(4-chlorobenzoyl)indolizine-1-carbonitrile
  参考文献：
  名称：

  Kröhnke–Mukaiyama盐与丙二腈二聚体的反应级联合成吡啶并[3,2- a ]吲哚嗪

  摘要：

  通过使N -RC（O）CH 2 -2-氯吡啶鎓溴化物与2-amino-1,1反应，已经获得了一种高效合成高度官能化的2-氨基吲哚并吡啶并[3,2- a ] indolizines的有效方法。在Et 3 N存在下，3-3-三氰基丙烯。在Et 3 N存在下，N-烯丙基-2-氯吡啶溴与2-氨基-1,1,3-三氰基丙烯的反应得到3- [1-1-烯丙基吡啶- 2（1个Н） -亚基] -2-氨基丙-1-烯-1,1,3- tricarbonitrile，这可能被环化，得到[2-氨基- （2-氨基-3- vinylindolizin -1-基）亚甲基KOH-DMF处理后]]丙二腈。

  DOI：

  10.1016/j.tetlet.2014.10.046
• 作为产物：
  描述：

  2-氯吡啶 、 2'-溴-4-氯苯乙酮 生成 2-chloro-1-[(4-chlorobenzoyl)methyl]pyridinium bromide
  参考文献：
  名称：

  Quaternary Salts of Halogenated Pyridines and Quinolines¹

  摘要：

  DOI：

  10.1021/ja01151a501

文献信息

• On cyclization of 2-chloro-N-phenacylpyridinium ylides by the action of aryldiazonium salts
  作者：Maxim A. Topchiy、Eugene V. Babaev

  DOI：10.1007/s10593-016-1955-y

  日期：2016.9

  The reaction of 2-chloro-N-phenacylpyridinium salts with diazonium salts in the presence of bases was studied for the first time. It was demonstrated that this reaction leads to the formation of [1,2,4]triazolo[4,3-a]pyridinium salts. It was shown that substitution of the pyridine with a thiazole moiety leads to a similar cyclization.

  首次研究了在碱存在下2-氯-N-苯并吡啶鎓盐与重氮盐的反应。已证明该反应导致[1,2,4]三唑并[4,3- a ]吡啶鎓盐的形成。已表明用噻唑部分取代吡啶导致类似的环化。
• New mesoionic systems of the azolopyridine series. 1. Synthesis and structures of thiazolo[3,2-a]pyridinium 2-thiolates
  作者：E. V. Babaev、V. B. Rybakov、I. A. Orlova、A. A. Bush、K. V. Maerle、A. F. Nasonov

  DOI：10.1023/b:rucb.0000024847.21876.b0

  日期：2004.1

  A procedure was developed for the synthesis of representatives of the previously unknown bicyclic mesoionic thiazolo[3,2-a]pyridinium 2-thiolate system by the reaction of 2-X-N-phenacylpyridinium salts (X = Cl, SMe) with CS2 in the presence of Et3N. The three-dimensional structure of 3-(p-nitrobenzoyl)thiazolo[3,2-a]pyridinium 2-thiolate was established by X-ray diffraction analysis.

  通过 2-XN-苯甲酰基吡啶盐（X = Cl，SMe）与 CS2 在存在下的反应，开发了一种用于合成先前未知的双环介离子噻唑并 [3,2-a] 吡啶鎓 2-硫醇盐系统的代表Et3N。通过X射线衍射分析建立了3-(对硝基苯甲酰基)噻唑并[3,2-a]吡啶鎓2-硫醇盐的三维结构。
• Cyclopenta[a]quinolizine: A Novel Pseudoazulene with a Bridgehead Nitrogen Atom
  作者：Pavel V. Gormay、Victor B. Rybakov、Eugene V. Babaev

  DOI：10.1002/ejoc.201000753

  日期：——

  Cyclopenta[a]quinolizine, a novel tricyclic pseudoazulene, was prepared by reaction of cyclopentadienyllithium with oxazolo[3,2-a]pyridinium or substituted pyridinium salts. Structural analysis (X-ray analysis, NMR and UV spectroscopy) and DFT calculations confirm its highly dipolar nature (due to delocalization of the negative charge around the five-membered ring) combined with partial localization

  环戊二烯基锂与恶唑并[3,2-a]吡啶鎓或取代的吡啶鎓盐反应制备了一种新型三环假芘烯，即环戊二烯[a]喹啉。结构分析（X 射线分析、NMR 和 UV 光谱）和 DFT 计算证实了其高度偶极性质（由于五元环周围的负电荷离域）与两个六元环中键的部分定位相结合。
• New mesoionic systems of azolopyridine series 2. Synthesis, structures, and biological activity of 2-aminothiazolo[3,2-a]pyridinium salts and thiazolo[3,2-a]pyridinium 2-imidates
  作者：E. V. Babaev、A. A. Bush、I. A. Orlova、V. B. Rybakov、I. Iwataki

  DOI：10.1007/s11172-005-0242-3

  日期：2005.1

  A new procedure was developed for the synthesis of 2-aminothiazolo[3,2-a]pyridinium salts 8 by the reaction of 2-halo-N-phenacylpyridinium salts with KSCN. The anion compositions of salts 8 were studied by ion chromatography. Acylation of salts 8 afforded representatives of the previously unknown bicyclic mesoionic thiazolo[3,2-a]pyridinium 2-imidate system 9. The three-dimensional structures of 2

  通过 2-卤代-N-苯甲酰基吡啶鎓盐与 KSCN 反应，开发了一种用于合成 2-氨基噻唑并 [3,2-a] 吡啶鎓盐 8 的新方法。通过离子色谱研究了盐8的阴离子组成。盐的酰化 8 提供了先前未知的双环介离子噻唑并 [3,2-a] 吡啶鎓 2-亚胺酸酯体系的代表 9. 2-氨基-3-(对溴苯甲酰基)噻唑并[3,2-] 的三维结构a]吡啶鎓硫氰酸盐和N-三氟乙酰基-3-（对硝基苯甲酰基）噻唑并[3,2-a]吡啶鎓2-亚胺酸酯通过X射线衍射分析确定。
• Self-[3+2] annulation reaction of pyridinium salts: synthesis of <i>N</i>-indolizine-substituted pyridine-2(1<i>H</i>)-ones
  作者：Yu Cao、Qiyuan Shi、Kai Gao、Jiaan Shao、Huajian Zhu、Linghui Zeng、Chong Zhang、Jianjun Xi、Rangxiao Zhuang、Jiankang Zhang

  DOI：10.1039/d2nj03232e

  日期：——

  A self-[3+2] annulation reaction of pyridinium salts has been developed for the synthesis of N-indolizine-substituted pyridine-2(1H)-ones. This protocol was carried out under mild reaction conditions without any precious catalysts in generally moderate to good yields. Additionally, a plausible mechanism for the transformation was proposed.

  吡啶鎓盐的自[3+2] 环化反应已被开发用于合成N-中氮茚取代的吡啶-2(1 H )-酮。该方案是在温和的反应条件下进行的，没有任何贵重的催化剂，产率通常适中。此外，还提出了一种合理的转化机制。