4-methoxy-2-(2-thienyl)quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-methoxy-2-(2-thienyl)quinoline
• 英文别名: 4-Methoxy-2-thiophen-2-ylquinoline
• 化学式: C₁₄H₁₁NOS
• 分子量: 241.313
• InChiKey: XEAHJQNQAPDKOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲醇 、 2-(thiophen-2-yl)-2,3-dihydroquinolin-4(1H)-one 在 三氯化铁 作用下， 反应 3.0h， 以82%的产率得到4-methoxy-2-(2-thienyl)quinoline
  参考文献：
  名称：

  An efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones employing ferric chloride hexahydrate–methanol: synthesis of naturally occurring 4-alkoxy-2-arylquinolines

  摘要：

  A simple, inexpensive and efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones has been carried out by employing FeCl3-6H(2)O-methanol under mild conditions. This method has been investigated for the synthesis of an endothelin receptor antagonist, benzofuro[3,2-b]pyridine core structure. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.144

文献信息

• Sulfuric acid promoted condensation cyclization of 2-(2-(trimethylsilyl) ethynyl)anilines with arylaldehydes in alcoholic solvents: an efficient one-pot synthesis of 4-alkoxy-2-arylquinolines
  作者：Yong Wang、Changlan Peng、Lanying Liu、Jiaji Zhao、Li Su、Qiang Zhu

  DOI：10.1016/j.tetlet.2009.02.206

  日期：2009.5

  An efficient method for the synthesis of 4-alkoxy-2-arylquinolines has been developed. The reaction proceeds smoothly by heating a mixture of easily accessible 2-(2-(trimethylsilyl) ethynyl)anilines and arylaldehydes in alcoholic solvents in the presence of sulfuric acid. (C) 2009 Elsevier Ltd. All rights reserved.
• Tagawa, Yoshinobu; Nomura, Manami; Yamashita, Hiroyuki, Heterocycles, 1999, vol. 51, # 10, p. 2385 - 2397
  作者：Tagawa, Yoshinobu、Nomura, Manami、Yamashita, Hiroyuki、Goto, Yoshinobu、Hamana, Masatomo

  DOI：——

  日期：——
• An efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones employing ferric chloride hexahydrate–methanol: synthesis of naturally occurring 4-alkoxy-2-arylquinolines
  作者：K. Hemanth Kumar、D. Muralidharan、P.T. Perumal

  DOI：10.1016/j.tetlet.2004.08.144

  日期：2004.10

  A simple, inexpensive and efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones has been carried out by employing FeCl3-6H(2)O-methanol under mild conditions. This method has been investigated for the synthesis of an endothelin receptor antagonist, benzofuro[3,2-b]pyridine core structure. (C) 2004 Elsevier Ltd. All rights reserved.