78685-84-4Relevant academic research and scientific papers
Synthesis and study of isomeric benzo[1,4]oxazines and benzothiazolines by NMR spectroscopy and X-ray crystallography
Santes, Victor,Rojas-Lima, Susana,Santillan, Rosa L.,Farfan, Norberto
, p. 1481 - 1486 (1999)
Reaction of 2-aminophenol and 2-aminothiophenol with 1-phenyl-1,2-propanedione yields a mixture of both possible isomeric benzo[1,4]oxazines and benzothiazolines which were characterized by NMR spectroscopy. In addition, the structures for 3-methyl-2-phenyl-2H-benzo[1,4]-oxazin-2-oI and 1-(2-phenyl-2,3-dihydro-benzothiazol-2-yl)-ethanone were established by X-ray diffraction analysis.
Photochemical and Thermal Reactions of Aromatic Schiff Bases
Tauer, Erich,Grellmann, Karl H.
, p. 4252 - 4258 (2007/10/02)
The photochemical and thermal reactions of aromatic Schiff bases (SB) prepared from o-aminophenol and aldehydes and from o-aminophenol and ketones are compared.All SB's are converted by light into the corresponding benzoxazolines.For the SB's derived from aldehydes, benzoxazoline formation is a prerequisite to convert them by a second photon into benzoxazoles.In some cases oxygen is not required for this second reaction step.SB's derived from ketones are converted into benzoxazoles by the absorption of just one photon, but only in the presence of oxygen and only if the aliphatic residue R1 of the N=C(R1R2) bridge contains at least two carbon atoms.A radical mechanism is proposed for this reaction.Benzoxazine formation is observed in some cases as a thermal side reaction.The photochemical reactions of the latter were also investigated.
