74579-34-3

Upstream product

• 86474-67-1 3',4-di(methylthio)-3,4'-diquinolinyl sulfide 
• 74-88-4 methyl iodide 
• 25836-11-7 3,4-dichloroquinoline 
• 5188-07-8 sodium thiomethoxide 
• 74575-24-9 X-ray structure of 3',4-dimethylthio-3,4'-diquinolinyl sulfide 
• 100-44-7 benzyl chloride 
• 91-22-5 quinoline 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1021335-11-4 2-cyclohexyl-3,4-dimethylthioquinoline 

Relevant academic research and scientific papers

From 2,3-, 2,6-, 3,4- and 4,6-dichloroquinolines to isomeric chloroquinolinesulfonyl chlorides

The action of sodium methanethiolate (in boiling DMF) on x,y-dichloroquinolines (1) (x=3 or 6, y=2 or 4) occured via chlorine ipso-substitution followed by methanethiolato-S-demethylation to yield x,y-quinolinedithiolates 2A which were: i) subjected to S-

The 1,4-dithiin ring opening in isothioquinanthrene

The 1,4-dithiin ring opening reactions in isothioquinanthrene 1 (1,4-dithiino[2,3-c;6,5-c']diquinoline) with selected S-, O and Se-nucleophiles in DMSO or DMF at 20-70°C proceeded with cleavage of only one C4-quinolinyl - S bond to give alkali metal salts of 4-substiluted 4′-mercapto-3,3′-diquinolinyl Sulfides 2a-2h and 6 as primary products and after S-alkylation in aqueous sodium hydroxide solution 4-substituted 4′-alkylthio-3,3′-diquinolinyl Sulfides 3-5 and 7 as the final products. In contrast to sulfides 2a-2h sulfide 3a reacted with S-nucleophiles (sodium alkanethiolates) with cleavage of the C3-quinolinyl - S, C4-quinolinyl - S and CH3 - S bonds to form 3,4-dialkylthioquinolines 8a-8e as the main compounds. In the case of relatively bulky S-nucleopbiles (the 2-methyl-2-propanethiolate and to some extent the ethanethiolate anions) the cleavage of the C3-quinolinyl - S by a vicarious nucleophile (the methanethiolate anion, liberated in the cleavage of the C4-quinolinyl - S bond) was observed.

Chlorination of 3,4-Qunolinediyl Bis-sulfides and 3-Thiosubstituted 4-Quinolinethiones with Phosphoryl Chloride

Transformation of some 4-quinolinyl sulfides 3 and 4-quinolinethiones 4 into 4-chloroquinolines 5 was performed in the reaction with phosphoryl chloride (alone or in N,N-dimethylformamide and ethanol). 3-Quinolinyl sulfides were stable in the reaction con