3,4-二氯-1-甲基喹啉-2-酮 | 110254-66-5

• 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
• 中文名称: 3,4-二氯-1-甲基喹啉-2-酮
• 英文名称: 3,4-dichloro-1-methylquinolin-2(1H)-one
• 英文别名: 3,4-dichloro-1-methyl-2(1H)-quinolone；3,4-Dichlor-1-methyl-2(1H)-chinolon；2(1H)-Quinolinone, 3,4-dichloro-1-methyl-；3,4-dichloro-1-methylquinolin-2-one
• CAS: 110254-66-5
• 化学式: C₁₀H₇Cl₂NO
• 分子量: 228.078
• InChiKey: ZQOBVFQRVGHVRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4-二氯-1-甲基喹啉-2-酮 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以68.2%的产率得到4-Azido-3-chlor-1-methyl-2(1H)-chinolon
  参考文献：
  名称：

  Methoden zur Darstellung von 4-Azido-2(1H)-chinolonen

  摘要：

  DOI：

  10.1007/bf00810876
• 作为产物：
  描述：

  3-diazo-1-methylquinoline-2,4(1H,3H)-dione 在 tris(triphenylphosphine)ruthenium(II) chloride 、 草酰氯 作用下， 反应 5.0h， 以74%的产率得到3,4-二氯-1-甲基喹啉-2-酮
  参考文献：
  名称：

  钌（II）催化的重氮二羰基化合物制备各种α，β-和β，β-二卤代烯酮的方案

  摘要：

  AbstractEfficient one‐step syntheses of α,β‐ and β,β‐dihaloenones were achieved by ruthenium(II)‐catalyzed reactions between cyclic or acyclic diazodicarbonyl compounds and oxalyl chloride or oxalyl bromide in moderate to good yields. This methodology offers several significant advantages, which include ease of handling, mild reaction conditions, one‐step reaction, and the use of an effective and non‐toxic catalyst. The synthesized compounds were further transformed into highly functionalized novel molecules bearing aromatic rings on the enone moiety using the Suzuki reaction.magnified image

  DOI：

  10.1002/adsc.201400348

文献信息

• Synthesis of quinolin-4-yl substituted malonates, cyanoacetates, acetoacetates and related compounds
  作者：Wolfgang Stadlbauer、Anna E. Täubl、Hoai V. Dang、Claudia Reidlinger、Klaus Zangger

  DOI：10.1002/jhet.5570430118

  日期：2006.1

  CH-acidic compounds such as malonates 2a,b, ethyl cyanoacetate (2c), malononitrile (2d), ethyl acetoacetate (2e), acetylacetone (2f) or dimedone (2g) under mild conditions and good yields to quinolin-4-yl substituted derivatives 3-8 and 11. With 3-phenylsulfonylquinolones 1i-k a redox reaction to 2-hydroxy-2-quinolin-4-yl-malonates 9 was observed. Amination of 3-nitroquinolinyl malonate 3f leads to

  4-氯或4-甲苯氧基喹啉1和10与CH酸性化合物反应，例如丙二酸酯2a，b，氰基乙酸乙酯（2c），丙二腈（2d），乙酰乙酸乙酯（2e），乙酰丙酮（2f）或二甲基酮（2g）在温和的条件下，对喹啉-4-基取代的衍生物3-8和11具有良好的收率。用3-苯基磺酰基喹诺酮类化合物1i-k，观察到对2-羟基-2-喹啉-4-基丙二酸酯9的氧化还原反应。3-硝基喹啉基丙二酸酯3f的胺化反应生成马洛酯酰胺13和14。
• AuFeAg hybrid nanoparticles as an efficient recyclable catalyst for the synthesis of α,β- and β,β-dichloroenones
  作者：Kanchan Mishra、Nagaraj Basavegowda、Yong Rok Lee

  DOI：10.1016/j.apcata.2015.09.014

  日期：2015.10

  A facile and green pioneer approach for the synthesis of stable trimetallic AuFeAg hybrid nanoparticles is described. This synthetic method is green-chemistry compatible and totally free of additives. The particle shape and size, surface chemistry, crystallinity, elemental composition, thermal and magnetic properties were investigated. The catalytic performance of the synthesized nanoparticles is also described. The hybrid nanocatalyst exhibited strong catalytic activity for the synthesis of alpha,beta- and beta,beta-dichloroenones, which are important synthetic intermediates in the preparation of natural products. The reason behind the catalytic performance of nano sized hybrid particles was attributed to their high specific surface area. In addition, the nanocatalyst was easy to separate from the reaction mixture using an external magnet and could be reused for five consecutive reactions without any significant loss of activity. Using the present method, the trimetallic hybrid combination can be designed for similar types of catalytic reactions. (C) 2015 Elsevier B.V. All rights reserved.
• MALLE, ERNST;STADLBAUER, WOLFGANG;OSTERMANN, GUNTER;HOFMANN, BARBARA;LEIS+, EUR. J. MED. CHEM., 25,(1990) N, C. 137-142
  作者：MALLE, ERNST、STADLBAUER, WOLFGANG、OSTERMANN, GUNTER、HOFMANN, BARBARA、LEIS+

  DOI：——

  日期：——
• STADLBAUER W., MONATSH. CHEM., 117,(1986) N 11, 1305-1323
  作者：STADLBAUER W.

  DOI：——

  日期：——