2,6-diazaphenoxanthiine 2-oxide | 173278-52-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-diazaphenoxanthiine 2-oxide
• 英文别名: 12-Oxido-2-oxa-9-thia-4-aza-12-azoniatricyclo[8.4.0.03,8]tetradeca-1(10),3(8),4,6,11,13-hexaene
• CAS: 173278-52-9
• 化学式: C₁₀H₆N₂O₂S
• 分子量: 218.236
• InChiKey: WFPVODAVBRHAIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-diazaphenoxanthiine 2-oxide 在 三氯化磷 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以77%的产率得到2,6-diazaphenoxanthiine
  参考文献：
  名称：

  First Synthesis of 3-Mercapto-2(1H)-pyridinone, a Simple Disubstituted Pyridine Useful for Synthesis of the 4-Azaphenoxathiine Ring System and Its Novel Diazaphenoxathiine Analogs:  1,6-Diazaphenoxathiine and 2,6-Diazaphenoxathiine¹

  摘要：

  3-Mercapto-2(1H)-pyridinone (1) can be synthesized in three simple high-yielding steps from readily available 2-tert-butylthiazolo[4,5-b]pyridine (2). Its disodium salt condenses with o-chloronitrobenzene, 2-chloro-3-nitropyridine, and 3-chloro-4-nitropyridine 1-oxide to give respectively 4-azaphenoxathiine (10), 1,6-diazaphenoxathiine (12), and 2,6-diazaphenoxathiine 2-oxide (14) which reduces to 2,6-diazaphenoxathiine (15). The structures of these previously unreported azaphenoxathiine systems were confirmed by assignment of their respective C-13 NMR spectra.

  DOI：

  10.1021/jo951254j
• 作为产物：
  描述：

  2-tert-butylthiazolo<4,5-b>pyridine 在 sodium hydroxide 、 硫酸 、 sodium methylate 、 肼 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 107.0h， 生成 2,6-diazaphenoxanthiine 2-oxide
  参考文献：
  名称：

  First Synthesis of 3-Mercapto-2(1H)-pyridinone, a Simple Disubstituted Pyridine Useful for Synthesis of the 4-Azaphenoxathiine Ring System and Its Novel Diazaphenoxathiine Analogs:  1,6-Diazaphenoxathiine and 2,6-Diazaphenoxathiine¹

  摘要：

  3-Mercapto-2(1H)-pyridinone (1) can be synthesized in three simple high-yielding steps from readily available 2-tert-butylthiazolo[4,5-b]pyridine (2). Its disodium salt condenses with o-chloronitrobenzene, 2-chloro-3-nitropyridine, and 3-chloro-4-nitropyridine 1-oxide to give respectively 4-azaphenoxathiine (10), 1,6-diazaphenoxathiine (12), and 2,6-diazaphenoxathiine 2-oxide (14) which reduces to 2,6-diazaphenoxathiine (15). The structures of these previously unreported azaphenoxathiine systems were confirmed by assignment of their respective C-13 NMR spectra.

  DOI：

  10.1021/jo951254j

文献信息

• First Synthesis of 3-Mercapto-2(1<i>H</i>)-pyridinone, a Simple Disubstituted Pyridine Useful for Synthesis of the 4-Azaphenoxathiine Ring System and Its Novel Diazaphenoxathiine Analogs:  1,6-Diazaphenoxathiine and 2,6-Diazaphenoxathiine¹
  作者：Keith Smith、Dorian Anderson、Ian Matthews

  DOI：10.1021/jo951254j

  日期：1996.1.1

  3-Mercapto-2(1H)-pyridinone (1) can be synthesized in three simple high-yielding steps from readily available 2-tert-butylthiazolo[4,5-b]pyridine (2). Its disodium salt condenses with o-chloronitrobenzene, 2-chloro-3-nitropyridine, and 3-chloro-4-nitropyridine 1-oxide to give respectively 4-azaphenoxathiine (10), 1,6-diazaphenoxathiine (12), and 2,6-diazaphenoxathiine 2-oxide (14) which reduces to 2,6-diazaphenoxathiine (15). The structures of these previously unreported azaphenoxathiine systems were confirmed by assignment of their respective C-13 NMR spectra.