1,3-bis(4-bromobutyl)thymine | 63550-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3-bis(4-bromobutyl)thymine
• 英文别名: 1,3-bis(ω-bromobutyl)-5-methyluracil；1,3-bis(4-bromobutyl)-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione；1,3-bis-(4-bromo-butyl)-5-methyl-1H-pyrimidine-2,4-dione；1,3-bis(4-bromobutyl)-5-methylpyrimidine-2,4-dione
• CAS: 63550-41-4
• 化学式: C₁₃H₂₀Br₂N₂O₂
• 分子量: 396.122
• InChiKey: IHHAHPQBOADKJD-UHFFFAOYSA-N

物化性质

• 沸点：
  448.2±55.0 °C(Predicted)
• 密度：
  1.521±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-bromobutyl)thymine 在 sodium sulfide 、 四丁基硫酸氢铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以15%的产率得到13-methyl-6-thia-1,11-diazabicyclo[9.3.1]pentadec-13-ene-12,15-dione
  参考文献：
  名称：

  Structure and properties of macrocyclic compounds containing a pyrimidine fragment

  摘要：

  The structure of a series of macrocyclic compounds consisting of a pyrimidine or 1,3,5-triazine ring and an aza-or thiapolymethylene bridge connecting the N-1 and N-3 atoms of the heteroring is discussed. Some macroheterocycles undergo methylation at the sulfur atom by the action of methyl p-toluenesulfonate. The length of the polymethylene bridge determines conformation of the macroring. Compounds with a shorter bridge both in crystal and in solution are characterized by closely located structural fragments, while extension of the polymethylene chain gives rise to an unfolded structure. Conformational changes in solution are promoted by protonation of the bridging nitrogen atom, and deprotonation restores the initial structure of the macroring. The basicity of the bridging nitrogen atom depends on the geometric parameters of the macroring.

  DOI：

  10.1134/s1070428008060195
• 作为产物：
  描述：

  胸腺嘧啶 、 1,4-二溴丁烷 在 sodium butanolate 作用下， 以 仲丁醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以33%的产率得到1,3-bis(4-bromobutyl)thymine
  参考文献：
  名称：

  Synthesis of pyrimidinocyclophanes having a bridging nitrogen atom

  摘要：

  Reactions of 1,3-bis(omega-bromoalkyl)-substituted uracils, quinazoline-2,4-dione, and 5-methyl-1,3,5-triazine-2,4,6-trione and 1,3-bis(m-bromomethylbenzyl)-5-bromouracil with amines (aliphatic amines, benzylamines, naphthylmethanamine, and anisidine) gave a series of macrocyclic compounds having one pyrimidine or triazine fragment and an azapolymethylene bridge connecting the N-1 and N-3 atoms of the heteroring. The bridging nitrogen atom in some macrocyclic compounds was subjected to quaternization with methyl p-toluenesulfonate.

  DOI：

  10.1134/s1070428008060183

文献信息

• Reaction of Na salts of some hydroxypyrimidines with ?, ?-dibromoalkanes
  作者：V. S. Reznik、I. Sh. Salikhov、Yu. S. Shvetsov、B. E. Ivanov

  DOI：10.1007/bf00949232

  日期：1980.11
• REZNIK V. S.; SALIXOV I. SH.; SHVETSOV YU. S.; IVANOV B. E., IZV. AN CCCP. CEP. XIM., 1980, HO 11, 2568-2574
  作者：REZNIK V. S.、 SALIXOV I. SH.、 SHVETSOV YU. S.、 IVANOV B. E.

  DOI：——

  日期：——
• REZNIK V. S.; SALIXOV I. SH.; SHVETSOV YU. S.; SHIRSHOV A. N.; BAKULIN V.+, IZV. AN CCCP. CEP. XIM., 1977, HO 4, 880-884
  作者：REZNIK V. S.、 SALIXOV I. SH.、 SHVETSOV YU. S.、 SHIRSHOV A. N.、 BAKULIN V.+

  DOI：——

  日期：——