N-[(2-chloro-6-methylquinolin-3-yl)methylidene]hydroxylamine | 852933-87-0

• 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: N-[(2-chloro-6-methylquinolin-3-yl)methylidene]hydroxylamine
• CAS: 852933-87-0
• 化学式: C₁₁H₉ClN₂O
• 分子量: 220.658
• InChiKey: DTWNSUSFVYDJPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(2-chloro-6-methylquinolin-3-yl)methylidene]hydroxylamine 在 chloroamine-T 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成
  参考文献：
  名称：

  Synthesis of New 3-(2-Chloroquinolin-3-yl)-5-Phenylisoxazole Derivatives via Click-Chemistry Approach

  摘要：

  Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline-3- carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.

  DOI：

  10.5935/0103-5053.20140002
• 作为产物：
  描述：

  4-甲基乙酰苯胺 在 盐酸羟胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 24.75h， 生成 N-[(2-chloro-6-methylquinolin-3-yl)methylidene]hydroxylamine
  参考文献：
  名称：

  Synthesis of New 3-(2-Chloroquinolin-3-yl)-5-Phenylisoxazole Derivatives via Click-Chemistry Approach

  摘要：

  Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline-3- carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.

  DOI：

  10.5935/0103-5053.20140002

文献信息

• An Expeditious Room Temperature Stirring Method for the Synthesis of Isoxazolo[5,4-b]quinolines
  作者：Kirti S. Niralwad、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.5012/jkcs.2011.55.5.805

  日期：2011.10.20

  The synthesis of different derivatives of isoxazolo[5,4-b]quinoline by the cyclization reaction of various substituted oximes of quinoline using mild base at ambient temperature. The formation of isoxazolo[5,4-b]quinoline, as a consequence of cheaper and more readily available $K_2CO_3$ and DMF participating in the reaction, is documented.

  通过在环境温度下使用弱碱对喹啉的各种取代肟进行环化反应来合成异恶唑并[5,4-b]喹啉的不同衍生物。异恶唑并[5,4-b]喹啉的形成是由于更便宜且更容易获得的 $K_2CO_3$ 和 DMF 参与反应而形成的，已有记录。
• 2-氯喹啉-3-甲醛肟-O-(N-对氟苯基)氨基甲酸酯及其制备方法与应用
  申请人：渤海大学

  公开号：CN114957113A

  公开（公告）日：2022-08-30

  本发明属于农药化工合成技术领域，公开了一类具有杀菌活性的2‑氯喹啉‑3‑甲醛肟‑O‑(N‑对氟苯基)氨基甲酸酯类衍生物及其制备方法与应用，其通式如式I所示： 式中，R选自：氢、卤素、1‑4个碳烷基或1‑4个碳的烷氧基中的一种，其位置在喹啉环5位至8位单取代或多取代。通过对氟苯甲酰氯与叠氮化钠发生亲核取代反应生成对氟苯甲酰基叠氮，然后其再与2‑氯喹啉‑3‑甲醛肟发生串联反应，一步合成制得。本发明原料易得，无需催化剂和添加剂，操作简便，反应条件温和，收率高。
• Synthesis of New 3-(2-Chloroquinolin-3-yl)-5-Phenylisoxazole Derivatives via Click-Chemistry Approach
  作者：Carlos Fernández-Galleguillos、Luis A. Saavedra、Margarita Gutierrez

  DOI：10.5935/0103-5053.20140002

  日期：——

  Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline-3- carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.