1-methyl-3-hydroxypyrazine-2-one | 4774-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-methyl-3-hydroxypyrazine-2-one
• 英文别名: 1,2-Dihydro-3-hydroxy-1-methyl-2-oxo-pyrazin；1-methyl-1,4-dihydro-pyrazine-2,3-dione；4-methyl-1H-pyrazine-2,3-dione
• CAS: 4774-11-2
• 化学式: C₅H₆N₂O₂
• mdl: MFCD13705419
• 分子量: 126.115
• InChiKey: DRAOJHYAARPEKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-methyl-2(1H)-pyrazinone 在 三乙胺 、 benzohydroximoyl chloride 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以3.4%的产率得到1-methyl-3-hydroxypyrazine-2-one
  参考文献：
  名称：

  苯甲腈与 2(1H)-吡嗪酮及其 N-和 O-甲基衍生物的 1,3-偶极环加成反应

  摘要：

  2(1H)-Pyrazinone, which is in equilibrium with 2-pyrazinol, reacts with benzonitrile oxide (BNO) affording the N-1-adduct with a 67% yield, while 2-methoxypyrazine gives two methoxypyrazinones (ca. 3%) and a biscycloadduct together with its degradation product, which derive from the two unisolable monocycloadducts to the C=N-4 double bond. N-Methylpyrazinone gives only the degradation product (3.4%) of the initial monocycloadduct of BNO to C=N-4 doable bond.

  DOI：

  10.3987/com-99-8720

文献信息

• SADAKI, HIROSHI;IMAIZUMI, HIROYUKI;NAGAI, TAKASHI;TAKEDA, KENJI;MYOKAN, I+
  作者：SADAKI, HIROSHI、IMAIZUMI, HIROYUKI、NAGAI, TAKASHI、TAKEDA, KENJI、MYOKAN, I+

  DOI：——

  日期：——
• 1,3-Dipolar Cycloaddition Reactions of Benzonitrile Oxide to 2(1H )-Pyrazinone and Its N - and O - Methyl Derivatives
  作者：Antonino Corsaro、Ugo Chiacchio、Venerando Pistarà、Giancarlo Perrini

  DOI：10.3987/com-99-8720

  日期：——

  2(1H)-Pyrazinone, which is in equilibrium with 2-pyrazinol, reacts with benzonitrile oxide (BNO) affording the N-1-adduct with a 67% yield, while 2-methoxypyrazine gives two methoxypyrazinones (ca. 3%) and a biscycloadduct together with its degradation product, which derive from the two unisolable monocycloadducts to the C=N-4 double bond. N-Methylpyrazinone gives only the degradation product (3.4%) of the initial monocycloadduct of BNO to C=N-4 doable bond.