5-nitro-1-propyl-1H-pyridin-2-one | 66419-62-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-nitro-1-propyl-1H-pyridin-2-one
• 英文别名: 5-Nitro-1-propyl-1H-pyridin-2-on；1-n-Propyl-5-nitro-2-pyridon；5-Nitro-1-propyl-2(1H)-pyridinone；5-nitro-1-propylpyridin-2-one
• CAS: 66419-62-3
• 化学式: C₈H₁₀N₂O₃
• mdl: MFCD22199573
• 分子量: 182.179
• InChiKey: PQHQHIOGAHYMGI-UHFFFAOYSA-N

物化性质

• 熔点：
  80-81 °C(Solv: hexane (110-54-3))
• 沸点：
  310.2±31.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基-5-硝基吡啶 在 氢氧化钾 、 水 作用下， 生成 5-nitro-1-propyl-1H-pyridin-2-one
  参考文献：
  名称：

  Raeth, Justus Liebigs Annalen der Chemie, 1930, vol. 484, p. 52,62

  摘要：

  DOI：

文献信息

• Microwave Assisted Rapid Preparation of N-Alkyl-2-pyridones under Neutral Conditions by Hilbert-Johnson Reaction
  作者：Hirokazu Iida、Hiroshi Hamana、Machiko Suda、Etsuko Nakajima、Hiroko Hakamatsuka、Yuka Nagashima、Kouta Joho、Kiyoshi Matsumoto、Yasuoki Murakami

  DOI：10.3987/com-10-12006

  日期：——

  The reactions of 2-methoxypyridine with haloalkanes without solvent and catalyst under microwave irradiation (100-200 degrees C, 5 min) yielded the corresponding N-alkyl-2(1H)-pyridones in good to moderate yields. However, the reactions were sensitive to length of haloalkanes. In contrast, the reactions of 2-alkoxypyridines with corresponding iodoalkanes under microwave irradiation (150 degrees C) proceeded rapidly without catalyst and solvent, and were complete within 5 min to afford N-alkyl-2(1H)-pyridones in good to excellent yields.
• Hilbert-Johnson Reaction under High Pressure: A Facile Preparation of 2-Pyridones
  作者：Kiyoshi Matsumoto、Yukio Ikemi、Machiko Suda、Hirokazu Iida、Hiroshi Hamana

  DOI：10.3987/com-06-s(k)51

  日期：——

  For the first time, a facile synthesis of 2-pyridones utilizing a classical Hilbert-Johnson reaction of 2-methoxypyridines with haloalkanes under high pressure has been achieved. The reactions were sensitive to steric hindrance of haloalkanes.
• SHUSHERINA N. P.; LIXOMANOVA T. I.; ADAMSKAYA E. V., XIMIYA GETEROTSIKL. SOEDIN., 1978, HO 1, 72-
  作者：SHUSHERINA N. P.、 LIXOMANOVA T. I.、 ADAMSKAYA E. V.

  DOI：——

  日期：——