6-氨基-3-苄基巯基-1,2,4-三唑并[3,4-f][1,2,4]三嗪-8(7H)-酮的合成与分子结构
Synthesis and molecular structure of 6-amino-3-benzylmercapto-1,2,4-triazolo[3,4-f][1,2,4]triazin-8(7H)-one.
作者信息
Hwang Long-Chih, Tu Chun-Hsie, Wang Jung-Hui, Lee Gene-Hsiang
机构信息
Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung City 80708, Taiwan.
出版信息
Molecules. 2006 Mar 17;11(2):169-76. doi: 10.3390/11020169.
The title compound 6-amino-3-benzylmercapto-1,2,4-triazolo[3,4-f][1,2,4]-triazin-8(7H)-one (4), molecular formula C(11)H(10)N(6)OS, was obtained by the reaction of 3-amino-2-benzyl-6-hydrazino-1,2,4-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-1,2,4-triazolo[3,4-f][1,2,4]triazin-8(7H)-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) A, beta = 105.30(2) degrees , V= 1162.9(4) A(3) and Z = 4, resulting in a density Dcalc of 1.567 g/cm(3). Molecules of 4 are linked by extensive intermolecular N-H...N and N-H...O hydrogen bonding [graph set R(2)(2 )(9)]. The structure is further stabilized by pi-pi stacking interactions.
标题化合物6-氨基-3-苄基硫醇-1,2,4-三唑并[3,4-f][1,2,4]三嗪-8(7H)-酮(4)，分子式为C(11)H(10)N(6)OS，是由3-氨基-2-苄基-6-肼基-1,2,4-三嗪-5(2H)-酮(3)与二硫化碳在水/吡啶混合溶剂中反应制得。化合物4也可通过6-氨基-3(2H)硫醇-1,2,4-三唑并[3,4-f][1,2,4]三嗪-8(7H)-酮(7)与苄基溴在甲醇氨水中反应合成。该化合物结晶于单斜空间群P2(1)/c，a = 7.2926(15)，b = 14.456(2)，c = 11.436(2) Å，β = 105.30(2)°，V = 1162.9(4) Å(3)，Z = 4，计算密度Dcalc为1.567 g/cm(3)。4的分子通过广泛的分子间N-H...N和N-H...O氢键[图集合R(2)(2)(9)]相连。该结构通过π-π堆积相互作用进一步稳定。
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