2-(4-chlorophenyl)-8-methyl-3-(methylthio)imidazo[1,2-a]pyridine | 1449487-96-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-chlorophenyl)-8-methyl-3-(methylthio)imidazo[1,2-a]pyridine
• 英文别名: 2-(4-Chlorophenyl)-8-methyl-3-(methylthio)imidazo[1,2-a]pyridine；2-(4-chlorophenyl)-8-methyl-3-methylsulfanylimidazo[1,2-a]pyridine
• CAS: 1449487-96-0
• 化学式: C₁₅H₁₃ClN₂S
• 分子量: 288.801
• InChiKey: JVYYXELEWXUDTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  42.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-chlorophenyl)-8-methylimidazo[1,2-a]pyridine 、 二甲基亚砜 在 三氯氧磷 作用下， 反应 0.33h， 以86%的产率得到2-(4-chlorophenyl)-8-methyl-3-(methylthio)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  DMSO–POCl3: a reagent for methylthiolation of imidazo[1,2-a]pyridines and other imidazo-fused heterocycles

  摘要：

  A practical and metal free method for methylthiolation of imidazo[1,2-a]pyridines and other imidazo-fused heterocycles using DMSO-POCl3 complex is reported. The reactions are carried out at room temperature that give the corresponding methylthiolated products in good to excellent yield. Further, its application to indole has been demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.017

文献信息

• Microwave-Assisted One-Pot Synthesis of Substituted 3-Bromoimidazo[1,2-<i><b>a</b></i>]pyridines and Imidazoheterocycles
  作者：Shashikant M. Patil、Malcolm Mascarenhas、Rajiv Sharma、S. Mohana Roopan、Abhijit Roychowdhury

  DOI：10.1002/jhet.1764

  日期：2014.9

  Herein, an efficient, one‐pot microwave‐assisted synthesis of a diverse set of 3‐bromoimidazo[1,2‐a]pyridines is being reported with good yields (40–85%). The method involves electrophilic aromatic bromination using bromodimethylsulfonium ion generated in situ via oxidation of HBr salt by DMSO. This methodology was also applied to the synthesis of related imidazoheterocycles. Copyright © 2014 HeteroCorporation