Abstract
In the catalytic reduction of hydroxamic acid and compounds possessing hydroxyl adjacent to the N-oxide group and forming a hydroxamic acid-type structure, Raney nickel catalyst was found to act specifically in severing the nitrogen-oxygen bond. 2-Hydroxyquinoline 1-oxide, 4-methoxy-and 4-ethoxy-2-hydroxyquinazoline 1-oxide, and benzohydroxamic acid were deoxygenated forming 2-hydroxyquinoline, 4-methoxy- and 4-ethoxy-2-hydroxyquinazoline, and benzamide. In 4-benzyloxy-2-hydroxyquinazoline 1-oxide, the reduction of benzyloxyl group preceded the reduction of N-oxide group and 2, 4-dihydroxyquinazoline was formed via its 1-oxide compound.
