2-phenyl-5,6,7,8-tetrahydrooxazolo[5,4-b]quinolin-9-amine | 958633-59-5

• 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: 2-phenyl-5,6,7,8-tetrahydrooxazolo[5,4-b]quinolin-9-amine
• 英文别名: 2-Phenyl-5,6,7,8-tetrahydro-[1,3]oxazolo[5,4-b]quinolin-9-amine
• CAS: 958633-59-5
• 化学式: C₁₆H₁₅N₃O
• 分子量: 265.315
• InChiKey: FAWJDFSAUVLVDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 N-甲基吡咯烷酮 、 basolite C300 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 生成 2-phenyl-5,6,7,8-tetrahydrooxazolo[5,4-b]quinolin-9-amine
  参考文献：
  名称：

  [Cu3(BTC)2]: A metal–organic framework as an environment-friendly and economically catalyst for the synthesis of tacrine analogues by Friedländer reaction under conventional and ultrasound irradiation

  摘要：

  Using a green and simple route with ultrasound illumination, atmospheric pressure and room temperature, for synthesizing tacrine analogues in the presence of [Cu-3(BTC)(2)] as an environment-friendly and economically catalyst was considered. [Cu-3(BTC)(2)] is one of the heterogeneous catalysts on hand capable of being employed, in the Friedlander reaction, whenever 5-amino-4-cyano-2-phenyl-1,3-oxazole and appropriately substituted carbonyl derivatives under conventional and ultrasonic irradiation. The results of this study indicate that the active sites in the [Cu-3(BTC)(2)] for synthesis of cyclohepta[b]oxazolo[4,5-e] pyridine are mainly copper atoms and the role of Brbnsted acid organic ligand in the MOF is negligible. These procedures were properly arranged in order to provide the utmost yields in a short while. The crystal stability in the process of catalysis was investigated by various techniques such as XRD, BET and ICP that demonstrate excellent stability in reaction conditions. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2018.05.018

文献信息

• Synthesis and friedländer reactions of 5-amino-4-cyano-1,3-oxazoles
  作者：M CARREIRAS、A ELEUTERIO、C DIAS、M BRITO、D BRITES、J MARCOCONTELLES、E GOMEZSANCHEZ

  DOI：10.1016/s0385-5414(07)81101-4

  日期：2007.10.1

  The synthesis of 2-substituted 5-amino-4-cyano-1,3-oxazoles (1-4, 611) and the Friedlander-type reaction of compounds 1, 3, 4 is described. Compounds 13-17 are tacrine (18) analogues provided by the Friedlander reaction. The anti-cholinesterase activity of compounds 13, 14, 16 and 17 has been investigated.