3-硫基-2(1H)-吡啶酮 | 173278-51-8

• 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
• 中文名称: 3-硫基-2(1H)-吡啶酮
• 英文名称: 3-mercapto-2(1H)-pyridinone
• 英文别名: 3-mercapto-2-pyridinone；2(1H)-Pyridinone, 3-mercapto-；3-sulfanyl-1H-pyridin-2-one
• CAS: 173278-51-8
• 化学式: C₅H₅NOS
• mdl: MFCD19224896
• 分子量: 127.167
• InChiKey: CFQVMMFFPCCTPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-硫基-2(1H)-吡啶酮 在 sodium methylate 、 三氯化磷 作用下， 以 氯仿 为溶剂， 反应 56.0h， 生成 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 、 肼 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 53.0h， 生成 3-硫基-2(1H)-吡啶酮
  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