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3′‐Methylsulfinyl‐3,4′‐diquinolinyl sulfides
Author(s) -
Maślankiewicz Maria J.,
Maslankiewicz Andrzej
Publication year - 1996
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.5570330425
Subject(s) - chemistry , nitration , substrate (aquarium) , hydrolysis , reagent , organic chemistry , hydrochloric acid , medicinal chemistry , geology , oceanography
Reactions of 4‐methoxy‐ or 1,4‐dihydro‐4‐oxo‐3′‐methylthio‐3,4′‐diquinolinyl sulfides 1 and 7 with a nitrating mixture ran as the 3′‐methylthio group 5‐mono‐oxidation followed by C 6 ‐ and C 8 ‐nitration and led to the mixture composed of products 3, 4, 5 and 6 (in the case of substrate 1 ) or compounds 5 and 6 (for substrate 7 ). In the reaction with hydrochloric acid 4‐methoxy‐3′‐methylsulfinyl‐3,4′‐diquinolinyl sulfides 3 and 4 could be hydrolysed to 3′‐methylsulfinyl‐4(1 H )‐quinolinones 5 or 6 respectively, the methylsulfinyl group remaining unaffected.