4-(1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylazo)-2-(3-chlorophenyl)-5-methyl-2,4-dihydropyrazol-3-one | 1354703-92-6

• 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: 4-(1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylazo)-2-(3-chlorophenyl)-5-methyl-2,4-dihydropyrazol-3-one
• 英文别名: 4-(1h-Benzo[g]pyrazolo[3,4-b]quinoline-3-ylazo)-2-(3-chlorophenyl)-5-methyl-2,4-dihydropyrazol-3-one；2-(3-chlorophenyl)-5-methyl-4-(11,13,14-triazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(17),2,4,6,8,10,12,15-octaen-15-yldiazenyl)-4H-pyrazol-3-one
• CAS: 1354703-92-6
• 化学式: C₂₄H₁₆ClN₇O
• 分子量: 453.89
• InChiKey: RUNPDDMAKQPOIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  99
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-乙醯萘胺 在 盐酸 、 氯化亚砜 、 盐酸羟胺 、 sodium acetate 、 一水合肼 、 sodium nitrite 、 三氯氧磷 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 34.0h， 生成 4-(1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylazo)-2-(3-chlorophenyl)-5-methyl-2,4-dihydropyrazol-3-one
  参考文献：
  名称：

  Synthesis of heterocyclic monoazo dyes derived from 1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylamine: their antimicrobial activity and their dyeing performance on various fibers

  摘要：

  通过将 1H-苯并[g]吡唑并[3,4-b]喹啉-3-胺与多种苯基吡唑酮基偶联化合物重氮化，得到了基于单氮杂苯并喹啉的杂环偶氮染料。合成的染料通过测定其产率百分比、元素分析以及紫外-可见光谱、红外光谱和 1H NMR 光谱进行表征。对丝绸、羊毛、尼龙和涤纶纤维的染色性能进行了评估。染料在每种纤维上的牢度均为中等至优良。此外，还采用柯比鲍尔盘扩散法检测了不同浓度染料的抗菌活性。

  DOI：

  10.1007/s11164-011-0426-4

文献信息

• Synthesis of heterocyclic monoazo dyes derived from 1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylamine: their antimicrobial activity and their dyeing performance on various fibers
  作者：Nikhil M. Parekh、Kalpana C. Maheria

  DOI：10.1007/s11164-011-0426-4

  日期：2012.3

  Heterocyclic monoazobenzoquinoline-based azo dyes have been derived by diazotization of 1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylamine with a variety of phenylpyrazolone-based coupling compounds. The synthesized dyes were characterized by determination of their percentage yield, by elemental analysis, and by UV–visible, IR, and 1H NMR spectroscopy. Dyeing performance on silk, wool, nylon, and polyester fibers was assessed. The fastness properties of the dyes on each fiber were moderate to excellent. The antimicrobial activity of the dyes at different concentrations were also examined, by use of the Kirby–Bauer disk diffusion method.

  通过将 1H-苯并[g]吡唑并[3,4-b]喹啉-3-胺与多种苯基吡唑酮基偶联化合物重氮化，得到了基于单氮杂苯并喹啉的杂环偶氮染料。合成的染料通过测定其产率百分比、元素分析以及紫外-可见光谱、红外光谱和 1H NMR 光谱进行表征。对丝绸、羊毛、尼龙和涤纶纤维的染色性能进行了评估。染料在每种纤维上的牢度均为中等至优良。此外，还采用柯比鲍尔盘扩散法检测了不同浓度染料的抗菌活性。
• Quantum chemical studies and dyeing performance of some novel benzoquinoline based heterocyclic monoazo dyes on polyester fiber
  作者：Nikhil M. Parekh、Suban K. Sahoo、Kalpana C. Maheria

  DOI：10.1016/j.dyepig.2012.03.014

  日期：2012.10

  Some novel benzoquinoline based heterocyclic monoazo dyes have been derived by the diazotization of 1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylamine with various phenyl pyrazolone as coupling components. All the heterocyclic monoazo dyes have been characterized by elemental analyses and various spectral data (FT-IR, UV–Vis, 1H NMR and 13C NMR), and their 3D model structures were predicted through B3LYP/6-31G(d

  通过将1H-苯并[g]吡唑并[3,4-b]喹啉-3-基胺与各种苯基吡唑啉酮作为偶合组分进行重氮化，已经得到了一些新颖的基于苯并喹啉的杂环单偶氮染料。所有杂环单偶氮染料均已通过元素分析和各种光谱数据（FT-IR，UV-Vis，1 H NMR和13 C NMR）进行了表征，并通过B3LYP / 6-31G（d，p ） 方法。聚酯纤维的染色性能可以推断，所有染料在纤维上均具有中等至极好的坚牢度。另外，还讨论了合成染料的比色研究。