2,6-diiodo-4-methoxypyridine | 437710-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-diiodo-4-methoxypyridine
• CAS: 437710-09-3
• 化学式: C₆H₅I₂NO
• 分子量: 360.921
• InChiKey: RJPDWPLWEWMFDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-diiodo-4-methoxypyridine 在 copper(l) iodide 、 四(三苯基膦)钯 、 potassium carbonate 、 二异丙胺 作用下， 以 甲醇 、 乙醚 、 甲苯 为溶剂， 反应 25.0h， 生成 2,6-二乙炔基-4-甲氧基吡啶
  参考文献：
  名称：

  Activation of the Aromatic Core of 3,3′-(Pyridine-2,6-diylbis(1H-1,2,3-triazole-4,1-diyl))bis(propan-1-ol)—Effects on Extraction Performance, Stability Constants, and Basicity

  摘要：

  The "CHON" compatible water-soluble ligand 3,3'-(pyridine-2,6-diylbis(1H-1,2,3-triazole-4,1-diyl))bis-(propan-1-ol) (PTD) has shown promise for selectively stripping actinide ions from an organic phase containing both actinide and lanthanide ions, by preferential complexation of the former. Aiming at improving its complexation properties, PTD-OMe was synthesized, bearing a methoxy group on the central pyridine ring, thus increasing its basicity and hence complexation strength. Unfortunately, solvent extraction experiments in the range of 0.1-1 mol/L nitric acid proved PTD-OMe to be less efficient than PTD. This behavior is explained by its greater pK(a) value (pK(a) = 2.54) compared to PTD (pK(a) = 2.1). This counteracts its improved complexation properties for Cm(III) (log beta(3)(PTD-OMe) = 10.8 +/- 0.4 versus log beta(3)(PTD) = 9.9 +/- 0.5).

  DOI：

  10.1021/acs.inorgchem.9b02325
• 作为产物：
  描述：

  2,6-diiodo-4-methoxypyridine N-oxide 在 三氯化磷 作用下， 以 氯仿 为溶剂， 反应 0.75h， 以80%的产率得到2,6-diiodo-4-methoxypyridine
  参考文献：
  名称：

  First Synthesis of Caerulomycin B. A New Synthesis of Caerulomycin C

  摘要：

  Caerulomycins produced by Streptomyces caeruleus are bipyridinic molecules endowed with antibiotic properties. The first synthesis of caerulomycin B (1) as well as a new synthesis of caerulomycin C (2) are reported. Starting from 3-hydroxypyridine, the same methodology was used to prepare both compounds 1 and 2. Efficiently controlled reactions such as metalation to allow the synthesis of 2,6-diiodo-3,4-dialkoxypyridines, which are key intermediates, and further halogen lithium exchange and cross-coupling to reach the targets molecules 1 and 2 have been developed.

  DOI：

  10.1021/jo010913r