80322-65-2Relevant academic research and scientific papers
Acid-catalysed Rearrangement of 3-Acyl-6-alkoxy-5,6-dihydro-4H-1,2-oxazines: a Route to 3-Alkoxypyridine 1-Oxides
Gilchrist, Thomas L.,Iskander, George M.,Yagoub, Ahmed K.
, p. 2769 - 2774 (2007/10/02)
6-Alkoxy-5,6-dihydro-4H-1,2-oxazines (2) and (5) have been prepared by the reaction of chloro oximes (1) with enol ethers in the presence of sodium carbonate.The 3-phenyloxazine (2) rearranges to the nitrone (3) in methanolic HCl.In contrast, the 3-acyloxazines (5a-e) are converted into 3-alkoxypyridine 1-oxides (7) in aqueous alcoholic HCl.With HCl in acetic acid the oxazine (5a) is converted into 2-chloromethyl-3-hydroxypuridine hydrochloride (10a); analogous reactions take place with oxazines (5b) and (5d).Possible mechanisms for these reactions are discussed.
A New Route to 3-Alkoxypyridine 1-Oxides
Gilchrist, Thomas L.,Iskander, George M.,Yagoub, Ahmed K.
, p. 696 - 698 (2007/10/02)
Dihydro-oxazines, prepared by the addition of enol ethers to 1-chlorobutane-2,3-dione 2-oxime, are converted into 3-alkoxypyridine 1-oxides by the action of alcoholic HCl.
