154385-00-9Relevant academic research and scientific papers
The reaction of some dithiinodiquinolines with potassium methoxide as a source of 4-quinolinones with 3-sulfide function
Maslankiewicz,Bebenek
, p. 1783 - 1789 (2007/10/03)
Reaction of thioquinanthrene 1 and isothioquinanthrene 6 with 6 molar excess of potassium methoxide produces dipotassium salts 3-A and 8-A respectively, which were converted after 3′-(or 4′)-alkylation followed by neutralization into 3,4′-or 3,3′-diquinol
Reactions of 4-methoxy-3-quinolinyl and 1,4-dihydro-4-oxo-3-quinolinyl sulfides aiming at the synthesis of 4-chloro-3-quinolinyl sulfides [1]
Maslankiewicz,Boryczka
, p. 1623 - 1628 (2007/10/02)
The preparation of 1,4-dihydro-4-oxo-3'-alkylthio-3,4'-diquinolinyl sulfides 3 or 1,4-dihydro-4-oxo-3-(alkylthio)quinolines 4 by acid catalysed hydrolysis of 4-methoxy-3'-alkylthio-3,4'-diquinolinyl sulfides 1 or 4- methoxy-3-(alkylthio)-quinolines 2 is described. The reactions of 4-methoxy- 3'-alkylthio-3,4'-diquinolinyl sulfides 1 or 1,4-dihydro-4-oxo-3'-alkylthio- 3,4'-diquinolinyl sulfides 3 with phosphoryl chloride in DMF afforded 4- chloro-3'-alkylthio-3,4'-diquinolinyl sulfides 5. Treatment of the title compounds 1 or 3 with boiling phosphoryl chloride systems: leads to 4- chloro-3-(alkylthio)quinolines 6 and thioquinanthrene but those of alkoxy- or oxo-quinolines 2 or 4 lead to 4-chloro-3-(alkylthio)quinolines 6. The reactions of N-methyl-4(1H)-quinolinones 3n and 4n with phosphoryl chloride directed to 4-chloro-3-(alkylthio)quinolines 6 were studied as well.
