1,5-benzonaphthyridine 5-oxide | 61564-11-2

• 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: 1,5-benzonaphthyridine 5-oxide
• 英文别名: benzo[c][1,5]naphthyridine-5-oxide；Benzo[c]-1,5-naphthyridine, 5-oxide；5-oxidobenzo[c][1,5]naphthyridin-5-ium
• CAS: 61564-11-2
• 化学式: C₁₂H₈N₂O
• 分子量: 196.208
• InChiKey: SZINGAHZKIRHLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,5-benzonaphthyridine 5-oxide 以 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 6-anilino-1,5-benzo[h]naphthyridine
  参考文献：
  名称：

  Bachowska; Zujewska, Polish Journal of Chemistry, 1998, vol. 72, # 1, p. 89 - 92

  摘要：

  DOI：

文献信息

• The Products of Vicarious Nucleophilic Substitution and Annelation in the Reactions of α-Haloalkyl Carbanions with Benzonaphthyridines and their N-Oxides
  作者：Barbara Bachowska

  DOI：10.1007/s007060200076

  日期：2002.8.1

   Carbanions of chloromethyl 4-tolylsulfone, bromo- and chloromethanesulfomorpholide, and neopentyl chloromethanesulfonate react with benzonaphthyridines and their N-oxides via two pathways: vicarious nucleophilic substitution of hydrogen and annelation. The results are rationalized in terms of the negative charge delocalization in the intermediate σ-adducts.

   氯甲基4-甲苯基砜，溴-和氯甲烷磺基吗啉的碳负离子与苯甲萘啶及其N-氧化物 通过 两种途径反应：氢的替代性亲核取代和脱嵌。根据中间σ加合物中的负电荷离域来合理化结果。
• A convenient route to cyano derivatives of benzonaphthyridines
  作者：B. Bachowska

  DOI：10.1007/s10593-011-0761-9

  日期：2011.6

  A smooth synthesis of benzo[c][1,5]naphthyridine-6-carbonitrile and benzo[h][1,6]naphthyridine-5-carbonitrile, starting from benzonaphthyridine N-oxides, is achieved by treatment with trimethylsilane carbonitrile (Me3SiCN) in CH2Cl2 at 0–5 °C. The resulting nitriles are then hydrolyzed to the corresponding acids by boiling in aqueous alkali.

  通过用三甲基硅烷碳腈（Me3SiCN ）在0-5°C的CH2Cl2中。然后通过在碱性水溶液中沸腾将所得的腈水解为相应的酸。
• Zujewska, Teresa; Bachowska, Barbara, Australian Journal of Chemistry, 1996, vol. 49, # 4, p. 523 - 525
  作者：Zujewska, Teresa、Bachowska, Barbara

  DOI：——

  日期：——
• Vicarious Nucleophilic Substitution of Hydrogen and Formation of Aziridine Rings in Reactions of Benzonaphthyridines and their N-Oxides with Chloromethyl Phenyl Sulfone
  作者：Barbara Bachowska、Teresa Zujewska

  DOI：10.1007/s007060170073

  日期：2001.7

  Treatment of benzonaphthyridines with chloromethyl phenyl sulfone in the presence of base led to the formation of aziridine rings annelated to the benzonaphthyridine skeleton, whereas their N-oxides underwent vicarious nucleophilic substitution of hydrogen (VNS), thus leading to the corresponding phenylsulfonylmethyl derivatives.
• Zujewska; Bachowska, Polish Journal of Chemistry, 1998, vol. 72, # 11, p. 2507 - 2509
  作者：Zujewska、Bachowska

  DOI：——

  日期：——