Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of Nitro Compounds by Means of Oxidation of Acylamino Compounds. XII. About the Reaction Mechanism of Oxidation of Quinoline.
Haruyuki Ito
Author information
JOURNAL FREE ACCESS

1964 Volume 12 Issue 3 Pages 345-349

Details
Abstract
A reaction mechanism of the oxidation of quinoline to ο-nitrobenzoic acid with hydrogen peroxide was suggested. In the mechanism, the main intermediates were quinoline 1-oxide, carbostyril 1-oxide, 2-nitrosocinnamic acid and 2-nitrocinnamic acid. It was experimentally confirmed that the oxidation of 2-position of quinoline 1-oxide in acidic medium and oxidative deoxidation of quinoline 1-oxide and carbostyril 1-oxide took place during the hydrogen peroxide treatment. In a restricted oxidation with hydrogen peroxide, quinoline was oxidized to 3-quinolinol and quinolinium sulfate afforded 5-quinolinol.
Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top