N-methyl-4-oxo-3H-quinazoline-2-carboxamide | 53115-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-methyl-4-oxo-3H-quinazoline-2-carboxamide
• 英文别名: 4(3H)-Chinazolon-2-carbonsaeure-methylamid；4-oxo-3,4-dihydro-quinazoline-2-carboxylic acid methylamide；N-methyl-4-oxo-3,4-dihydroquinazoline-2-carboxamide
• CAS: 53115-17-6
• 化学式: C₁₀H₉N₃O₂
• mdl: MFCD10656669
• 分子量: 203.2
• InChiKey: AUFBMWCRPXSDMM-UHFFFAOYSA-N

物化性质

• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  70.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4S)-2,4-dimethyl-2,4-dihydro-(1H)-pyrazino<2,1-b>quinazoline-3,6-dione 在 selenium(IV) oxide 作用下， 以 乙酸酐 为溶剂， 以30%的产率得到N-methyl-4-oxo-3H-quinazoline-2-carboxamide
  参考文献：
  名称：

  Cyclisation of (4S)-4-methyl-2-phenethyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione derivatives via N-acyliminium ions

  摘要：

  Enantiomerically pure 1-methylene and 1-oxo derivatives (compounds 4 and 10, respectively) of compounds 1 were obtained and studied as precursors of N-acyliminium ions. 1-Substituted-1-hydroxyderivatives, obtained by regioselective syn-addition of organometallics to compounds 10 gave the desired species under acid treatment while compounds 4 did not. -Phenethyl substituted N-acyliminium ions gave isoquino[1',2':3,4]pyrazino[2, l-b]quinazoline-8,11-diones through a Pictet-Spengler-type cyclisation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00492-x