6315-94-2Relevant academic research and scientific papers
Synthesis method of 2,4-dichloroquinoline compound
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Paragraph 0024-0029, (2021/07/17)
The invention discloses a synthesis method of a 2,4-dichloroquinoline compound, belonging to the technical field of organic synthesis. The method comprises the following steps: at room temperature, mixing triphosgene and triphenylphosphine oxide, dissolving the mixture in an organic solvent, stirring for 10-30 minutes, adding an alpha-substituted acetyl arylamine compound, heating the reaction system to 90-130 DEG C, continuously stirring and reacting for 3-6 hours, and post-treating the obtained reaction liquid to obtain the 2,4-dichloroquinoline compound. The method for synthesizing the 2, 4-dichloroquinoline compound has the advantages of few steps, high yield and safer and more convenient operation; meanwhile, the triphenylphosphine oxide used in the reaction can be recycled, so that the emission of phosphorus-containing wastes is greatly reduced, and the method is suitable for industrial production.
Facile synthesis of 4-substituted-2-quinolinone-3-carboxylic acid ethyl esters
Zhang, Lijuan,Luo, Yu,Yu, Shanbao,Lu, Wei
, p. 1254 - 1256,3 (2020/09/16)
An efficient route for the synthesis of 4-substituted-2-quinolinone-3- carboxylic acid ethyl esters has been developed through Suzuki or Sonogashira reactions. The advantages of the method include high yields, operational simplicity, and suitability for m
Discovery of pyrrolo[3,2-c]quinoline-4-one derivatives as novel hedgehog signaling inhibitors
Ohashi, Tomohiro,Oguro, Yuya,Tanaka, Toshio,Shiokawa, Zenyu,Shibata, Sachio,Sato, Yoshihiko,Yamakawa, Hiroko,Hattori, Harumi,Yamamoto, Yukiko,Kondo, Shigeru,Miyamoto, Maki,Tojo, Hideaki,Baba, Atsuo,Sasaki, Satoshi
, p. 5496 - 5506 (2012/10/30)
The Hedgehog (Hh) signaling pathway plays a significant role in the regulation of cell growth and differentiation during embryonic development. Since activation of the Hh signaling pathway is implicated in several types of human cancers, inhibitors of thi
4-Hydroxy-2-quinolones. 167*. Study of the reaction of ethyl 1-alkyl-substituted 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylates with phosphorus oxychloride
Ukrainets,Bereznyakova,Davidenko,Slobodzian
experimental part, p. 952 - 956 (2010/04/02)
Prolonged treatment of ethyl 1-alkyl-4-hydroxy-2-oxo-1,2-dihydroquinoline- 3-carboxylates with refluxing phosphorus oxychloride gives not only the target 4-chloro derivatives but is also accompanied by a marked loss of the 1-N-alkyl groups to form the sid
4-Hydroxyquinol-2-ones. 85*. Synthesis of 2-chloro-4- hydroxyquinoline-3-carboxylic acid ethyl ester
Ukrainets,Gorokhova,Sidorenko
, p. 1019 - 1021 (2007/10/03)
The behavior of 2-chloro-4-hydroxy- and 4-chloro-2-oxoquinoline-3- carboxylic acids under acid catalyzed esterification conditions with methanol has been studied. A method is proposed for obtaining 2-chloro-4- hydroxyquinoline-3-carboxylic acid ethyl ester.
Inhibitors of macrophage migration inhibitory factor and methods for identifying the same
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, (2008/06/13)
Inhibitors of MIF are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with MIF activity. The inhibitors of MIF have the following structures: including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof, wherein n, R1, R2, R3, R4, X, Y and Z are as defined herein. Compositions containing an inhibitor of MIF in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.
Ring Closure and Rearrangement Reactions of 4-Azido-2-oxoquinoline-3-carboxylates and 4-Azidocoumarin-3-carboxylates [1]
Stadlbauer, Wolfgang,Prattes, Susanne,Fiala, Werner
, p. 627 - 636 (2007/10/03)
4-Azido-2-oxoquinoline-3-carboxylates and 4-azidocoumarin-3-carboxylates 6, which were obtained from the corresponding 4-hydroxy derivatives 1 via 4-tosylates 2 or 4-chloro compounds 4, cyclized upon thermolysis to 3-alkoxyisoxazolo[4,3-c]quinolin-4(5H)-ones or the corresponding coumarins 8, whereas at slightly higher temperatures a 3-O, 4-O-rearrangement took place to give the 4-alkoxy-isoxazolo[4,3-c]-quinolin-3-ones and the corresponding coumarins 9. The necessary reaction conditions could be obtained easily with the help of differential scanning calorimetry.
4-HYDROXY-2-QUINOLONES. 20. SYNTHESIS AND CHEMICAL CONVERSIONS OF ETHYL ESTERS OF CHLORO-SUBSTITUTED QUINOLINE-3-CARBOXYLIC ACIDS
Ukrainets, I. V.,Taran, S. G.,Gorokhova, O. V.,Marusenko, N. A.,Kovalenko, S. N.,et al.
, p. 167 - 175 (2007/10/03)
Preparative methods for the synthesis of ethyl esters of 2,4-dichloro- and 2-oxo-4-chloroquinoline-3-carboxylic acids were developed.The behavior of the compounds indicated was studied under conditions of alkaline and acidic hydrolysis, in reactions with some nucleophilic reagents, as well as in reductive dehalogenation.Results of the study of the antimicrobial and antiinflammatory activity of the synthesized compounds are presented.
