1-Benzoyl-7-methyl-1,2-dihydro-chinolin-carbonsaeure-2-nitril | 70555-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-Benzoyl-7-methyl-1,2-dihydro-chinolin-carbonsaeure-2-nitril
• 英文别名: 1-benzoyl-7-methyl-1,2-dihydro-quinoline-2-carbonitrile；1-benzoyl-7-methyl-2H-quinoline-2-carbonitrile
• CAS: 70555-43-0
• 化学式: C₁₈H₁₄N₂O
• 分子量: 274.322
• InChiKey: IDWQKWKMFSGLSX-UHFFFAOYSA-N

物化性质

• 沸点：
  503.0±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzoyl-7-methyl-1,2-dihydro-chinolin-carbonsaeure-2-nitril 在 sodium hydroxide 、 溴 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 9.0h， 生成 4-Methoxy-7-methylquinoline
  参考文献：
  名称：

  Synthesis of 4-Alkoxyquinolines from Quinoline Reissert Compounds

  摘要：

  The quinoline Reissert compound (5a) was converted to 1-benzoyl-3-bromo-2-cyano-1, 2, 3, 4-tetrahydro-4-methoxyquinoline (6a) by successive treatment in methanol with bromine and aq. sodium carbonate. Hydrolysis of 6a with hydrochrolic acid gave 3-bromoquinoline (4; R = H), but that with aq. sodium hydroxide afforded 4-methoxyquinoline (7a). Reissert compounds derived from some quinoline derivatives (5) gave the corresponding 4-methoxyquinolines (7) through tetrahydroquinolines (6) in a similar way.

  DOI：

  10.3987/com-91-5945

文献信息

• TAYLOR E. C.; TURCHI I. J.; MCKILLOP A., HETEROCYCLES, SPEC. ISSUE, 1978, NO 11, 481-487
  作者：TAYLOR E. C.、 TURCHI I. J.、 MCKILLOP A.

  DOI：——

  日期：——
• Synthesis of 4-Alkoxyquinolines from Quinoline Reissert Compounds
  作者：Michiharu Sugiura、Yoshie Sakurai、Yoshiki Hamada

  DOI：10.3987/com-91-5945

  日期：——

  The quinoline Reissert compound (5a) was converted to 1-benzoyl-3-bromo-2-cyano-1, 2, 3, 4-tetrahydro-4-methoxyquinoline (6a) by successive treatment in methanol with bromine and aq. sodium carbonate. Hydrolysis of 6a with hydrochrolic acid gave 3-bromoquinoline (4; R = H), but that with aq. sodium hydroxide afforded 4-methoxyquinoline (7a). Reissert compounds derived from some quinoline derivatives (5) gave the corresponding 4-methoxyquinolines (7) through tetrahydroquinolines (6) in a similar way.