148924-02-1Relevant articles and documents
N-HYDROXYAMIDE-CONTAINING HETEROCYCLES. PART 3. THE RING TRANSFORMATION OF 1-BENZYLOXY-2(1H)-PYRIMIDINONES INTO 2-ISOXAZOLINES WITH HYDROXYLAMINE
Katoh, Akira,Ohkanda, Junko,Tamura, Atsushi,Yoshiike, Yuji,Mitsuhashi, Keiryo
, p. 1141 - 1146 (2007/10/02)
N-Benzyloxyurea was treated various β-diketones on the presence of sulfuric acid in EtOH to give the corresponding 1-benzyloxy-2(1H)-pyrimidinones. 1-Benzyloxy-2(1H)-pyrimidinonesunderwent the ring transformation with hydroxylamine to afford new 5-N-(benzyloxy)urea-attached 2-isoxazolines in addition to known isoxazoles.The MNDO molecular orbital calculation of 1-benzyloxy-4,6-dimethyl-2(1H)-pyrimidinone and the reaction mechanism are also discussed.