5-甲基[1,2,5]恶二唑并[3,4-b]吡啶3-氧化物 | 27808-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-甲基[1,2,5]恶二唑并[3,4-b]吡啶3-氧化物
• 中文别名: 4-甲基-2-[1-(吗啉-4-基)丙烷-2-基]-6-苯基哒嗪-3(2H)-酮盐酸(1:1)
• 英文名称: 7-Aza-6-methylbenzofuroxan
• 英文别名: 5-methyl-[1,2,5]oxadiazolo[3,4-b]pyridine 3-oxide；5-Methyl-3-oxido-[1,2,5]oxadiazolo[3,4-b]pyridin-3-ium
• CAS: 27808-55-5
• 化学式: C₆H₅N₃O₂
• mdl: MFCD18804250
• 分子量: 151.125
• InChiKey: MSXSXBBTZYUOOO-UHFFFAOYSA-N

物化性质

• 沸点：
  263.8±32.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-甲基[1,2,5]恶二唑并[3,4-b]吡啶3-氧化物 以 丙酮 为溶剂， 生成 5-methylpyridofuroxan
  参考文献：
  名称：

  1H、13C、14N、15N和17O核磁共振谱研究了一些吡啶并呋喃衍生物的呋喃重排

  摘要：

  Pyridofuroxan ([1,2,5]oxodiazolo[3,4-b]pyridine 1-oxide) undergoes isomerization between the N1-oxide and N3-oxide forms which can be observed by the H-1, C-13 and N-15 NMR spectroscopy but not by N-14 and O-17 NMR at ambient and low temperatures. The rearrangement becomes slower at low temperatures and at 233 K H-1 NMR signals for the two structures become observable. H-1, C-13 and N-15 chemical shifts and H-1-H-1, C-13-H-1 and C-13-C-13 coupling constants are used to characterize both forms in the equilibrium mixture. From the H-1 NMR integrals at 233 K equilibrium constants are calculated. Protonation studies using trifluoroacetic acid as a solvent showed the favoured site of protonation to be the pyridine N4 nitrogen atom. DFT shielding calculations are reported for the C-13, N-15 and O-17 nuclei which support the assignments given. From the point of view of structural changes, (1)J(CC) data for 8-nitrotetrazolo[1,5-a]pyridine and o-nitroaminopyridine as precursors of the pyridofuroxans are given for comparison purposes. X-ray diffraction data on 5-methoxypyridofuroxan support the structural results obtained from the NMR investigations. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200008)13:8<480::aid-poc268>3.0.co;2-z
• 作为产物：
  描述：

  5-methylpyridofuroxan 以 丙酮 为溶剂， 生成 5-甲基[1,2,5]恶二唑并[3,4-b]吡啶3-氧化物
  参考文献：
  名称：

  1H、13C、14N、15N和17O核磁共振谱研究了一些吡啶并呋喃衍生物的呋喃重排

  摘要：

  Pyridofuroxan ([1,2,5]oxodiazolo[3,4-b]pyridine 1-oxide) undergoes isomerization between the N1-oxide and N3-oxide forms which can be observed by the H-1, C-13 and N-15 NMR spectroscopy but not by N-14 and O-17 NMR at ambient and low temperatures. The rearrangement becomes slower at low temperatures and at 233 K H-1 NMR signals for the two structures become observable. H-1, C-13 and N-15 chemical shifts and H-1-H-1, C-13-H-1 and C-13-C-13 coupling constants are used to characterize both forms in the equilibrium mixture. From the H-1 NMR integrals at 233 K equilibrium constants are calculated. Protonation studies using trifluoroacetic acid as a solvent showed the favoured site of protonation to be the pyridine N4 nitrogen atom. DFT shielding calculations are reported for the C-13, N-15 and O-17 nuclei which support the assignments given. From the point of view of structural changes, (1)J(CC) data for 8-nitrotetrazolo[1,5-a]pyridine and o-nitroaminopyridine as precursors of the pyridofuroxans are given for comparison purposes. X-ray diffraction data on 5-methoxypyridofuroxan support the structural results obtained from the NMR investigations. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200008)13:8<480::aid-poc268>3.0.co;2-z