Synthesis and molecular structure of 6-amino-3-benzyl-mercapto-1,2,4- triazolo[3,4-f] [ 1,2,4]triazin-8(7#)-one

Abstract

The title compound 6-amino-3-benzylmercapto-l,2,4-triazolo[3,4-f][l,2,4] triazin-8(7H)-one (4), molecular formula C11H10N 6OS, was obtained by the reaction of 3-amino-2-benzyl-6-hydrazino-l, 2,4-triazin-5(2H)-one (3) with carbon disulfide in a water/pyridine mixture. Compound 4 can also be synthesized by reacting 6-amino-3(2H)mercapto-l,2,4- triazolo[3,4-f|[l,2,4]triazin-8(7/0-one (7) with benzyl bromide in methanolic ammonia water. The compound crystallizes in the monoclinic space group P2 1/c with a = 7.2926(15), b = 14.456(2), c = 11.436(2) Å,β = 105.30(2)°, V = 1162.9(4) Å3 and Z = 4, resulting in a density Dcalc of 1.567 g/cm3. Molecules of 4 are linked by extensive intermolecular N-H⋯N and N-H⋯O hydrogen bonding [graph set R 22 (9)]. The structure is further stabilized by π-π stacking interactions. © 2006 by MDPI.