benzamidinidium 5-nitro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-ide | 1293927-97-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: benzamidinidium 5-nitro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-ide
• 英文别名: benzamidinidium 5-nitrouracilate
• CAS: 1293927-97-5
• 化学式: C₄H₃N₃O₄*C₇H₈N₂
• 分子量: 277.239
• InChiKey: MUODPOVRHPDLBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.06
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  158.73
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-硝基尿嘧啶 、 苯甲脒 以 乙醇 为溶剂， 生成 benzamidinidium 5-nitro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-ide
  参考文献：
  名称：

  Supramolecular association in proton-transfer adducts containing benzamidinium cations. I. Four molecular salts with uracil derivatives

  摘要：

  Four organic salts, namely benzamidinidium orotate (2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate) hemihydrate, C7H9N2+center dot C5H3N2O4-center dot 0.5H(2)O (BenzamH(+)center dot Or(-)), (I), benzamidinium isoorotate (2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate) trihydrate, C7H9N2+center dot C5H3N2O4-center dot 3H(2)O (BenzamH(+)center dot Isor(-)), (II), benzamidinium diliturate (5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate) dihydrate, C7H9N2+center dot C4H2N3O5-center dot 2H(2)O (BenzamH(+)center dot Dil(-)), (III), and benzamidinium 5-nitrouracilate (5-nitro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-ide), C7H9N2+center dot C4H2N3O4- (BenzamH(+)center dot Nit(-)), (IV), have been synthesized by a reaction between benzamidine (benzenecarboximidamide or Benzam) and the appropriate carboxylic acid. Proton transfer occurs to the benzamidine imino N atom. In all four acid-base adducts, the asymmetric unit consists of one tautomeric aminooxo anion (Or(-), Isor(-), Dil(-) and Nit(-)) and one monoprotonated benzamidinium cation (BenzamH(+)), plus one-half (which lies across a twofold axis), three and two solvent water molecules in (I), (II) and (III), respectively. Due to the presence of protonated benzamidine, these acid-base complexes form supramolecular synthons characterized by N+-H center dot center dot center dot O- and N+-H center dot center dot center dot N- (+/-)-charge-assisted hydrogen bonds (CAHB).

  DOI：

  10.1107/s0108270110016252