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α,ω‐Bis(4‐substituted‐3‐quinolinylthio)alkanes from reactions of thioquinanthrene with alkoxides
Author(s) -
Boryczka Stanislaw
Publication year - 1998
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570350641
Subject(s) - chemistry , alkoxy group , yield (engineering) , sulfide , medicinal chemistry , alkane , sodium sulfide , sodium , organic chemistry , catalysis , alkyl , materials science , metallurgy
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.