Ethyl 3,4-dimethylisoquinoline-1-carboxylate | 144153-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: Ethyl 3,4-dimethylisoquinoline-1-carboxylate
• 英文别名: ethyl 3,4-dimethylisoquinoline-1-carboxylate
• CAS: 144153-99-1
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: WLZIYQJNNCTAHB-UHFFFAOYSA-N

物化性质

• 沸点：
  390.1±37.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-氨基苯并三唑 、 5,6-dimethyl-[1,2,4]triazine-3-carboxylic acid ethyl ester 在 lead(IV) acetate 作用下， 生成 Ethyl 3,4-dimethylisoquinoline-1-carboxylate
  参考文献：
  名称：

  Synthesis of isoquinolines by cycloaddition of arynes to 1,2,4-triazines

  摘要：

  Benzyne has been generated from benzenediazonium-2-carboxylate in the presence of several 1,2,4-triazines 1 and isoquinolines 2 have been isolated in moderate yield. 1-Aminobenzotriazole was also used as the source of benzyne and isoquinolines were again isolated in moderate yield from these reactions. 4-Methylbenzyne, which was generated from 5-methylanthranilic acid, reacted unselectively with the triazines to give mixtures of 6- and 7-methylisoquinolines 3 and 4 On the other hand reactions of 3-methylbenzyne with the triazines 1d and 1e procceded with high regioselectivity, giving only the 5-methylisoquinoline 5a and the 8-methylisoquinoline 6b, respectively.

  DOI：

  10.1016/s0040-4020(01)89873-2

文献信息

• Synthesis of isoquinolines by cycloaddition of arynes to 1,2,4-triazines
  作者：António M.d'A.Rocha Gonsalves、Teresa M.V.D. Pinho e Melo、Thomas L. Gilchrist

  DOI：10.1016/s0040-4020(01)89873-2

  日期：1992.1

  Benzyne has been generated from benzenediazonium-2-carboxylate in the presence of several 1,2,4-triazines 1 and isoquinolines 2 have been isolated in moderate yield. 1-Aminobenzotriazole was also used as the source of benzyne and isoquinolines were again isolated in moderate yield from these reactions. 4-Methylbenzyne, which was generated from 5-methylanthranilic acid, reacted unselectively with the triazines to give mixtures of 6- and 7-methylisoquinolines 3 and 4 On the other hand reactions of 3-methylbenzyne with the triazines 1d and 1e procceded with high regioselectivity, giving only the 5-methylisoquinoline 5a and the 8-methylisoquinoline 6b, respectively.