Duality of pathways in the reaction of N-phenyltriazolinedione with alcohols
Abstract
N-Phenyltriazolinedione (1) in benzene gives 1-alkoxycarbonyl-2-N-phenylcarbamoyl-4-phenyl-1,2,4-triazolidine-3,5-diones (2) as the major product with simple primary aliphatic alcohols, and a minor one with secondary alcohols which are mainly oxidized to the carbonyl compound; the oxidation can, however, be suppressed in favour of the formation of (2) by addition of pyridine.