α,ω-Bis(4-substituted-3-quinolinylthio)alkanes from reactions of thioquinanthrene with alkoxides

✍ Scribed by Stanislaw Boryczka

• Publisher: Journal of Heterocyclic Chemistry
• Year: 1998
• Tongue: English
• Weight: 433 KB
• Volume: 35
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570350641

✦ Synopsis

Abstract

The reaction of thioquinanthrene 1 with sodium alkoxides and α,ω‐dihaloalkanes leads to the formation of α,ω‐bis[4‐(4‐methoxy‐3‐quinolinylthio)‐3‐quinolinylthio]alkanes 4. The yield depends on the nature of α,ω‐dihalo‐alkanes. The effect of α,ω‐dihaloalkanes of the following types: XCH~2~X (X = Cl,Br,I), X(CH~2~)~2~X (X = Cl,Br,I), Br(CH~2~)~3~Br and Br(CH~2~)~6~Br were studied. The preparation of 4‐alkoxy‐3′‐(ω‐bromoalkylthio)‐3,4′‐diquinolinyl sulfide 3 and their transformation to α,ω‐bis(4‐alkoxy‐3‐quinolinylthio)alkanes 6 were studied as well.