
TY  - JOUR
A1  - Brown, DJ 
A1  - Nagamatsu, T 
T1  - Isomerizations Akin to the Dimroth Rearrangement. V. Bis-<I>s</I>-triazolo[4,3-&#945;:4',3'-c]pyrimidines and Related Systems
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1979
VL  - 32
IS  - 7
SP  - 1585
EP  - 1593
KW  - 
UR  - https://doi.org/10.1071/CH9791585 
N2  - Synthetic routes to the parent compounds and/or simple methylated derivatives of bis-s-triazolo[4,3-a:4',3'-c]pyrimidine (1), bis-s-triazolo[l,S-a:4',3'-clpyrimidine (2) and bis-s-triazolo[4,3-a:1',5-c]- pyrimidine (3) are reported. Structures are confirmed by unambiguous syntheses and/or N.M.R. spectral comparisons with known s-triazolo[4,3-a]pyrimidines and their [1,5-a], [4,3-c] and [1,5-c] isomers. Several ill-based structural assignments in the literature are corrected or confirmed. The systems (1)-(3) are unexpectedly stable towards rearrangement in acid or alkali but system (1) does undergo a thermal Dimroth-like rearrangement into system (2). Attempts to prepare an abnormal bis-s-triazolopyrimidine, e.g. (13), from pyrimidine-4,6-diyldihydrazine (12a) are shown to yield only intermediates for, or a degradation product from, the postulated system. 
ER  -

