3-amino-5-(4-pyridinyl)-2(1H)-pyrazinone | 133661-34-4

• 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: 3-amino-5-(4-pyridinyl)-2(1H)-pyrazinone
• 英文别名: 3-amino-5-pyridin-4-yl-1H-pyrazin-2-one
• CAS: 133661-34-4
• 化学式: C₉H₈N₄O
• 分子量: 188.189
• InChiKey: QXLTXLYVRBZHCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(溴乙酰基)吡啶氢溴酸盐 在 吡啶-N-氧化物 、 sodium hydroxide 、 溴 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 52.0h， 生成 3-amino-5-(4-pyridinyl)-2(1H)-pyrazinone
  参考文献：
  名称：

  Synthesis of Aza Analogs of Amrinone

  摘要：

  The aldol condensation product (4) of 4-acetylpyridine (2) and diethyl mesoxalate (3) was converted to pyridazinecarboxylic acid hydrazide (6). Curtius reaction of 6 gave aminopyridazinone (7). The condensation of (4-pyridinyl)glyoxal (17) with aminomalonamide (9) yielded pyrazinecarboxamide (18) which was transformed to aminopyrazinone (19) by the Hofmann reaction. Curtius reaction of 1,2,4-triazinone-5-carboxylic acid (21b) gave aminotriazinone (22). Demethylation of methoxypyrimidine (29) prepared from methyl 2-methoxyformylacetate (25) and isonicotinamidine (26) gave pyrimidinol (30).

  DOI：

  10.3987/com-90-5562

文献信息

• SINGH, BALVED;LESHER, GEOGRE Y., HETEROCYCLES, 31,(1990) N2, C. 2163-2172
  作者：SINGH, BALVED、LESHER, GEOGRE Y.

  DOI：——

  日期：——
• Synthesis of Aza Analogs of Amrinone
  作者：Baldev Singh、George Y. Lesher

  DOI：10.3987/com-90-5562

  日期：——

  The aldol condensation product (4) of 4-acetylpyridine (2) and diethyl mesoxalate (3) was converted to pyridazinecarboxylic acid hydrazide (6). Curtius reaction of 6 gave aminopyridazinone (7). The condensation of (4-pyridinyl)glyoxal (17) with aminomalonamide (9) yielded pyrazinecarboxamide (18) which was transformed to aminopyrazinone (19) by the Hofmann reaction. Curtius reaction of 1,2,4-triazinone-5-carboxylic acid (21b) gave aminotriazinone (22). Demethylation of methoxypyrimidine (29) prepared from methyl 2-methoxyformylacetate (25) and isonicotinamidine (26) gave pyrimidinol (30).