122346-61-6Relevant articles and documents
Synthesis and Reactions of 5-Arylamino-1,2,4-trioxans
Yamamoto, Hiroshi,Akutagawa, Masamoto,Aoyama, Hiromu,Omote, Yoshimori
, p. 2300 - 2303 (2007/10/02)
Eleven 5-arylamino-1,2,4-trioxans were synthesized by the reaction of arylamines, e.g., aniline, toluidines, xylidines, or mesitylamine, with aldehydes, e.g., 2-methylpropanal or 2-phenylpropanal, in the presence of atmospheric oxygen.The structures of these trioxans were proved to be similar to that of 5-(1-naphthylamino)-1,2,4-trioxan, determined by X-ray crystal structure analysis.Reductive decomposition of the trioxans with sodium borohydride afforded the N-(2-hydroxypropyl)arylamines.Pyrolysis of the trioxans gave a ketone, an aldehyde, and the N-formylarylamines.On decomposition with acid the trioxans gave a ketone, an aldehyde, formic acid, arylamines, and the N-formylarylamines.The same products were also found in the case of decomposition of the trioxans with base.