6-bromo-1-ethoxycarbonyl-4-oxo-4H-quinoline | 332366-40-2

• 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: 6-bromo-1-ethoxycarbonyl-4-oxo-4H-quinoline
• 英文别名: 1-allyloxycarbonyl-5,7-dimethyl-4-quinolone；6-bromo-1-ethoxycarbonyl-4-quinolone；Ethyl 6-bromo-4-oxo-1(4H)-quinolinecarboxylate；ethyl 6-bromo-4-oxoquinoline-1-carboxylate
• CAS: 332366-40-2
• 化学式: C₁₂H₁₀BrNO₃
• 分子量: 296.12
• InChiKey: DCZWUFQWNMNTQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-1-ethoxycarbonyl-4-oxo-4H-quinoline 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 6-bromo-1-ethoxycarbonyl-2-(2-propenyl)-4-tri-iso-propylsilyloxy-2H-quinoline
  参考文献：
  名称：

  Efficient allylation of 4-silyloxyquinolinium triflates and other positively charged heteroaromatic systems

  摘要：

  The regioselective allylation of 4-silyloxyquinolinium triflates with allyltri-n-butyltin has been performed to give 2-allyl-4-silyloxy-1,2-dihydroquinolines with excellent yields. Similiar results have been obtained with 4-silyloxy-l-benzopyrylium triflates and 4-silyloxy-1-benzothiopyrylium triflates. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01066-8
• 作为产物：
  描述：

  4-溴苯胺 在 sodium hydride 作用下， 以 四氢呋喃 、 二苯醚 为溶剂， 反应 56.0h， 生成 6-bromo-1-ethoxycarbonyl-4-oxo-4H-quinoline
  参考文献：
  名称：

  Efficient allylation of 4-silyloxyquinolinium triflates and other positively charged heteroaromatic systems

  摘要：

  The regioselective allylation of 4-silyloxyquinolinium triflates with allyltri-n-butyltin has been performed to give 2-allyl-4-silyloxy-1,2-dihydroquinolines with excellent yields. Similiar results have been obtained with 4-silyloxy-l-benzopyrylium triflates and 4-silyloxy-1-benzothiopyrylium triflates. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01066-8

文献信息

• Synthesis of Novel Halogenated 4(1H)-Quinolones by Thermolysis of Arylaminomethylene-1,3-dioxane-4,6-diones
  作者：Peter Langer、Sven Rotzoll、Helmut Reinke、Christine Fischer

  DOI：10.1055/s-0028-1083237

  日期：2009.1

  A variety of novel 4(1H)-quinolone derivatives were prepared by thermolysis of aminomethylene Meldrum’s acid derivatives. N-heterocycles - quinolones - cyclizations

  通过氨基亚甲基梅德鲁姆酸衍生物的热解制备了多种新颖的4（1 H）-喹诺酮衍生物。 N-杂环-喹诺酮-环化
• Synthesis and antimicrobial activity of 2-alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones and 2-alkenylquinol-4-ones
  作者：Nicole Hoettecke、Sven Rotzoll、Uwe Albrecht、Michael Lalk、Christine Fischer、Peter Langer

  DOI：10.1016/j.bmc.2008.10.043

  日期：2008.12.15

  2-Alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones, and 2-alkenylquinol-4-ones were prepared with very good regioselectivity by Me3SiOTf-mediated conjugate addition of alkenylmagnesium bromides and alkenyllithium compounds to chromones thiochromones, and quinol-4-ones. A number of products exhibit a considerable antimicrobial activity. The best activity, with respect to the spectrum of antimicrobial activity, was observed for 2-vinylchroman-4-ones containing an unsubstituted vinyl group and a chloride group located at the chromanone moiety. (C) 2008 Elsevier Ltd. All rights reserved.
• Efficient allylation of 4-silyloxyquinolinium triflates and other positively charged heteroaromatic systems
  作者：Uwe Beifuss、Ursula Schniske、Gerald Feder

  DOI：10.1016/s0040-4020(00)01066-8

  日期：2001.2

  The regioselective allylation of 4-silyloxyquinolinium triflates with allyltri-n-butyltin has been performed to give 2-allyl-4-silyloxy-1,2-dihydroquinolines with excellent yields. Similiar results have been obtained with 4-silyloxy-l-benzopyrylium triflates and 4-silyloxy-1-benzothiopyrylium triflates. (C) 2001 Elsevier Science Ltd. All rights reserved.