2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one | 19943-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡嗪类
• 英文名称: 2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one
• 英文别名: 2-methylimidazo[1,2-a]pyrazin-3(7H)-one；2-Methyl-3,7-dihydroimidazo<1,2-a>pyrazinon-(3)；2-methyl-7H-imidazo[1,2-a]pyrazin-3-one
• CAS: 19943-97-6
• 化学式: C₇H₇N₃O
• mdl: MFCD17015431
• 分子量: 149.152
• InChiKey: GNVGBXPUNBPOKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.02
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  50.68
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  氯化苄 、 2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以27%的产率得到7-benzyl-2-methylimidazo[1,2-a]pyrazin-3(7H)-one
  参考文献：
  名称：

  Metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones: continuous changes in absorption spectra of complexes depending on the Lewis acidity of the metal ion

  摘要：

  The spectroscopic properties of metal-ion complexes of several imidazopyrazinone derivatives with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ ions were studied. The spectral characteristics and the formation constants of the complexes changed continuously depending on the Lewis acidity of the metal ion, suggesting that the imidazopyrazinones can find application as indicators of Lewis acidity. In the case of bis-imidazopyrazinone derivatives, the complexation abilities were enhanced by chelate effects. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.061
• 作为产物：
  描述：

  氨基吡嗪 、 2-乙氧基丙-2-烯醛 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以68%的产率得到2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one
  参考文献：
  名称：

  2-alkoxypropenals as synthetic equivalents of methylglyoxal in the synthesis of heterocycles

  摘要：

  One-pot synthesis of 2-methylquinoxaline, 3-hydroxy-2-methylimidazo[1,2-a]pyridine, and 2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one via cycloaddition of N,N-binucleophilic o-phenylenediamine, 2-aminopyridine, and 2-aminopyrazine, respectively, to methylglyoxal generated in situ by hydrolysis of 2-alkoxypropenals is reported for the first time. Thus 2-alkoxypropenals in weakly acidic medium (25-80A degrees C, 1-4 h) are convenient synthetic equivalents of methylglyoxal in the synthesis of heterocyclic compounds.

  DOI：

  10.1134/s1070428013030196

文献信息

• 2-alkoxypropenals as synthetic equivalents of methylglyoxal in the synthesis of heterocycles
  作者：N. A. Keiko、N. V. Vchislo、L. I. Larina

  DOI：10.1134/s1070428013030196

  日期：2013.3

  One-pot synthesis of 2-methylquinoxaline, 3-hydroxy-2-methylimidazo[1,2-a]pyridine, and 2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one via cycloaddition of N,N-binucleophilic o-phenylenediamine, 2-aminopyridine, and 2-aminopyrazine, respectively, to methylglyoxal generated in situ by hydrolysis of 2-alkoxypropenals is reported for the first time. Thus 2-alkoxypropenals in weakly acidic medium (25-80A degrees C, 1-4 h) are convenient synthetic equivalents of methylglyoxal in the synthesis of heterocyclic compounds.
• Metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones: continuous changes in absorption spectra of complexes depending on the Lewis acidity of the metal ion
  作者：Takashi Sekiguchi、Shojiro Maki、Haruki Niwa、Hiroshi Ikeda、Takashi Hirano

  DOI：10.1016/j.tetlet.2003.11.061

  日期：2004.1

  The spectroscopic properties of metal-ion complexes of several imidazopyrazinone derivatives with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ ions were studied. The spectral characteristics and the formation constants of the complexes changed continuously depending on the Lewis acidity of the metal ion, suggesting that the imidazopyrazinones can find application as indicators of Lewis acidity. In the case of bis-imidazopyrazinone derivatives, the complexation abilities were enhanced by chelate effects. (C) 2003 Elsevier Ltd. All rights reserved.