Rj. Lu et al., REGIOSELECTIVE ADDITION OF 5-AMINO-3-BENZYLTHIO-1,2,4-TRIAZOLE AND ITS ANALOGS WITH ARYLISOCYANATES, Chinese journal of chemistry, 15(6), 1997, pp. 541-547
The orientation of the addition of 5-amino-3-benzylthio-1,2,4-triazole
and its analogues (pyrazole) (1) with the aryl isocyanate can be dire
cted by controlling the reaction temperature and one of the product, n
o-1-arylaminocarponyl-3-benzylthio-1,2,4-triazole (pyrazole) (2), can
rearrange at 170 degrees C to another product, 5-arylureylene-3-benzyl
thio-1,2,4-triazole, (pyrazole) (3). A plausible mechanism explanation
for this rearrangement reaction was presented. It was suggested that
the rearrangement reaction could be referred to the thermodynamics tra
nsposition leading to the predominant 5-arylureylene-3-beneylthio-1,2,
4-triazole energy preferentially.