N-benzylbenzo-1,8-naphthyridin-10-one | 28907-35-9

• 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: N-benzylbenzo-1,8-naphthyridin-10-one
• 英文别名: 10-(phenylmethyl)benzo[b][1,8]naphthyridin-5(10H)-one；10-Benzylbenzo[b][1,8]naphthyridin-5-one
• CAS: 28907-35-9
• 化学式: C₁₉H₁₄N₂O
• 分子量: 286.333
• InChiKey: XCOMGAJAZRIFDU-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168 °C(Solv: methanol (67-56-1))
• 沸点：
  494.3±34.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 N-benzylbenzo-1,8-naphthyridin-10-one
  参考文献：
  名称：

  (2-Chloropyridin-3-yl)(2-halophenyl)methanones 与伯胺反应合成 10-取代苯并[b][1,8]naphthyridin-5(10H)-ones

  摘要：

  The reaction of (2-chloropyridin-3-yl)(2-halophenyl)methanones, derived from 2-chloropyridine and 2-halobenzaldehydes, with two equivalents of benzenamines or arylmethanamines followed by treatment of the resulting (2-aryl(or arylmethyl)aminopyridin-2-yl)(2-halophenyl)methanones with sodium hydride in DMF at 0 degrees C to room temperature have proven to provide an efficient method for the preparation of 10-aryl(or arylmethyl)benzo[b][1,8]naphthyridin-5(10H)-ones. This methodology is shown to be applicable for the preparation benzo[b][1,7]naphthyridin-5(10H)-one derivatives by using 3-chloropyridine as a starting material in place of 2-chloropyridine.

  DOI：

  10.3987/com-13-12919

文献信息

• Attempts at new synthesis of 5,11 -Dihydro-6<i>H</i>-pyrido[2,3-b][1,4]benzodiazepin-6-one
  作者：M. Oklobdžija、G. Comisso、E. Decorte、T. Kovač、C. Angeli、F. Moimas、P. Zanon、F. Zonno、R. Toso、V. Šunjić

  DOI：10.1002/jhet.5570200536

  日期：1983.9

  Attempting some new approaches to 5,11-dihyro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one (6), compounds 8, 10 and 11 were prepared. Ring enlargement of 4 into 6 failed, as well as condensation of 10 and 11 into ID, which is the potential precursor of pirenzepin (11-[2′-(4″-methylpiperazin-1″-yl)]acetyl derivative of 6) via an envisaged intramolecular Diels-Alder reaction. Model compounds 5 and 13 were

  尝试制备5,11-二氢-6 H-吡啶并[2,3- b ] [1,4]苯并二氮杂-6-6- one（6）的新方法，制备了化合物8、10和11。的扩环4到6不合格，以及缩合10和11到ID，其是哌仑西平和的潜在前体（11- [2' - （4“-methylpiperazin-1” -基）]乙酰基衍生物的6）通过设想的分子内Diels-Alder反应。模型化合物5和13制备和他们在类似反应中的行为解释了预期的转化4的失败，以及10和11的缩合的失败。
• OKLOBDZIJA, M.;COMISSO, G.;DECORTE, E.;KOVAC, T.;ANGELI, C.;MOIMAS, F.;ZA+, J. HETEROCYCL. CHEM., 1983, 20, N 5, 1335-1338
  作者：OKLOBDZIJA, M.、COMISSO, G.、DECORTE, E.、KOVAC, T.、ANGELI, C.、MOIMAS, F.、ZA+

  DOI：——

  日期：——
• Synthesis of 10-Substituted Benzo[b][1,8]naphthyridin-5(10H)-ones Based on the Reaction of (2-Chloropyridin-3-yl)(2-halophenyl)methanones with Primary Amines
  作者：Kazuhiro Kobayashi、Shohei Yuba、Toshihide Komatsu

  DOI：10.3987/com-13-12919

  日期：——

  The reaction of (2-chloropyridin-3-yl)(2-halophenyl)methanones, derived from 2-chloropyridine and 2-halobenzaldehydes, with two equivalents of benzenamines or arylmethanamines followed by treatment of the resulting (2-aryl(or arylmethyl)aminopyridin-2-yl)(2-halophenyl)methanones with sodium hydride in DMF at 0 degrees C to room temperature have proven to provide an efficient method for the preparation of 10-aryl(or arylmethyl)benzo[b][1,8]naphthyridin-5(10H)-ones. This methodology is shown to be applicable for the preparation benzo[b][1,7]naphthyridin-5(10H)-one derivatives by using 3-chloropyridine as a starting material in place of 2-chloropyridine.