15775-81-2Relevant academic research and scientific papers
SYNTHESIS AND NITROGEN ELIMINATION OF 3-ARYLTETRAZOLO(1,5-a)PYRIDINIUM SALTS AND ITS ANGULAR BENZENOLOGUES Formation of N-arylamino-α-pyridones, -quinolones, -isoquinolones, and phenanthridones
Messmer, A.,Gelleri, A.,Hajos, Gy.
, p. 4827 - 4836 (2007/10/02)
2-Pyridyl aryltriazenes (2) as well as 1-isoquinolyl-, 2-quinolyl- and 6-phenanthridyltriazenes (6, 9, 12) undergo cyclization in the presence of 2,4,4,6-tetrabromocyclohexa-2,5-dien-1-one (3) and result in 3-aryl-tetrazolo(1,5-a)pyridinium salts (4) and its angular benzenologues (7, 10, 13).These new tricyclic (7, 10) and tetracyclic (13) angularly fused tetrazolium salts when treated with tetraalkylammonium hydroxide result in rapid nitrogen elimination under mild conditions and give rise to N-aryl-aminoisoquinolones, -quinolones and -phenanthridones (14, 15, 16).In the case of the bicyclic tetrazolo(1,5-a)pyridinium salts (4) a nitrogen elimination reaction - analogous to that found with the tricyclic tetrazolium salts - can, however, be observed only by using alkoxides as reagents: thus, tetrazolyldieneethers (18) and N-arylaminopyridones (19) are simultaneously formed.
PHENYLAZOAMINOPYRIDINES AND THEIR DECOMPOSITION
Pasternak, Ewaryst E.,Tomasik, Piotr,Zawadzki, Wlodzimierz
, p. 767 - 774 (2007/10/02)
Three isomeric phenylazoaminopyridines were prepared and their behavior studied under the conditions of all acid catalyzed, thermal and photolytic diazoamino rearrangements.There is no case of any rearrangement taking place of the phenylazo group into the pyridine ring, but decomposition occurs.The products of the decomposition are characterized and the mechanism of their formation discussed.
