14-(4-N,N-dimethylaminophenyl)-14H-dibenzo[a,j]xanthene | 37097-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 14-(4-N,N-dimethylaminophenyl)-14H-dibenzo[a,j]xanthene
• 英文别名: 4-(14H-dibenzo[a,j]xanthene-14-yl)-N,N-dimethylaniline；4-(14H-dibenzo[a,j]xanthen-14-yl)-N,N-dimethylaniline；4-(14H-dibenzo[a,j]xanthen-14-yl)-N,N-dimethyl-aniline；4-(14H-Dibenzo[a,j]xanthen-14-yl)-N,N-dimethyl-anilin
• CAS: 37097-01-1
• 化学式: C₂₉H₂₃NO
• 分子量: 401.508
• InChiKey: BZYDQMFJIRWDDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.34
• 重原子数：
  31.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  14-(4-N,N-dimethylaminophenyl)-14H-dibenzo[a,j]xanthene 、 溴 、 溶剂黄146 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Hewitt; Turner; Bradley, Journal of the Chemical Society, 1902, vol. 81, p. 1208

  摘要：

  DOI：
• 作为产物：
  描述：

  对二甲氨基苯甲醛 、 2-萘酚 在 Fe(+3)-montmorillonite K₁₀ 作用下， 反应 0.58h， 以81%的产率得到14-(4-N,N-dimethylaminophenyl)-14H-dibenzo[a,j]xanthene
  参考文献：
  名称：

  Fe + 3-蒙脱土K10作为高效可重复使用的非均相催化剂，用于研磨介导合成14-芳基-14H-二苯并[a，j]黄嘌呤

  摘要：

  背景：黄嘌呤类是一类重要的有机化合物，由于其广泛的药理活性，例如抗菌，抗病毒，抗炎活性，佐唑啉胺的麻痹作用拮抗剂和光动力疗法的有效性，也受到了广泛关注。控制局部肿瘤的方法。天然来源还含有丰富的compounds吨化合物。从植物物种中分离出了广为人知的颜料，桑塔林。此外，这些化合物可以作为pH敏感的荧光材料出现，用于在激光技术中可视化生物分子，也可以作为染料出现。文献中有许多关于合成黄嘌呤的报道，例如杂原子的烷基化，环脱水，2-羟基芳族醛和2-四氢萘酮之间的环缩合，苯酚的苯并捕集以及在六甲基磷酰胺和SmI2存在下苯甲醛和苯乙酮的束缚羰基链的分子内苯基羰基偶联反应。合成黄嘌呤的其他方法包括甲酰胺与β-萘酚，一氧化碳和1-羟甲基萘-2-醇的反应。 方法：步骤a：混合取代的苯甲醛，2-萘酚和Fe + 3-蒙脱土K10的混合物。反应完成后，将产物溶于CHCl 3（3×10mL），并通过过滤除去不溶的

  DOI：

  10.2174/157017861302160209165802

文献信息

• Preparation of various xanthene derivatives over sulfonic acid functionalized imidazolium salts (SAFIS) as novel, highly efficient and reusable catalysts
  作者：Mohammad Ali Zolfigol、Vahid Khakyzadeh、Ahmad Reza Moosavi-Zare、Abdolkarim Zare、Seyedeh Bahareh Azimi、Zhila Asgari、Alireza Hasaninejad

  DOI：10.1016/j.crci.2012.05.003

  日期：2012.8

  Abstract In this work, some novel sulfonic acid functionalized imidazolium salts (SAFIS), as a new category of ionic liquids, are synthesized by eco-friendly and simple procedures, and used as highly efficient and reusable catalysts to promote the following one-pot multicomponent organic transformations under solvent-free conditions: (i) the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes from β-naphthol

  摘要 在这项工作中，一些新型的磺酸功能化咪唑鎓盐（SAFIS）作为一种新型的离子液体，通过环保和简单的方法合成，并用作高效和可重复使用的催化剂，以促进以下一锅多组分无溶剂条件下的有机转化：(i) 从 β-萘酚 (2 eq.) 和芳醛 (1 eq.) 合成 14-芳基-14H-二苯并[a,j] 呫吨，(ii) 制备来自 β-萘酚、芳醛和二甲酮的四氢苯并 [a] 呫吨-11-酮，以及 (iii) 从二甲酮 (2 eq.) 和芳香醛 (1 eq.) 合成 1,8-二氧代-八氧杂蒽。环境友好、方法简单、后处理容易、反应清洁、反应时间短、收率高、催化剂易于制备是这项工作的一些优点。
• Metal free Lewis acid promoted one-pot synthesis of 14-aryl-14H dibenzo [a,j] xanthenes and their simple biological evolution
  作者：Uppalaiah Kusampally、Ramakanth Pagadala、Chinna Rajanna Kamatala

  DOI：10.1016/j.tetlet.2017.07.037

  日期：2017.8

  A green, competent one-pot synthesis of 14-aryl 14H-dibenzo [a,j] xanthene and its bio-computational studies are reported. Target compounds are prepared by the condensation of 2-naphthol with benzaldehyde and its substituents using metal free benzyltrimethylammonium tribromide (BTMA-Br3) catalyst under solvent free thermal and microwave conditions. This technique has more advantages such as high yield

  报道了绿色的，能胜任的一锅合成14-芳基14 H-二苯并[ a，j ]氧杂蒽及其生物计算研究。使用无金属苄基三甲基三溴化铵（BTMA-Br 3）催化剂，在无溶剂的热和微波条件下，通过将2-萘酚与苯甲醛及其取代基缩合来制备目标化合物。该技术具有更多的优点，例如高收率，清洁的过程，低的反应时间，简单的后处理和温和的路易斯有机酸催化剂。
• Triple superphosphate modified by tin (II) chloride: As a reusable and efficient catalyst for the one-pot synthesis of xanthene and xanthenone derivatives under green conditions
  作者：Youssef Merroun、Soukaina Chehab、Achraf El Hallaoui、Taoufiq Guedira、Said Boukhris、Rachida Ghailane、Abdelaziz Souizi

  DOI：10.1016/j.molstruc.2023.136383

  日期：2023.12

  aldehydes and dimedone was conducted to produce 12-aryl(alkyl)-8,9,10,12 tetrahydrobenzo [a]xanthen-11-one derivatives, and the condensation of 2-naphthol with aldehydes was performed to synthesize 14-aryl(alkyl)-14H-dibenzo [a,j]xanthene derivatives. The acidic sites of the catalyst were determined using pyridine FTIR spectroscopy. The studies revealed that this catalyst system exhibited excellent

  开发了一种制备氯化锡(II)-三过磷酸钙的简单方法。使用各种技术对该材料进行了彻底的表征，包括变换红外光谱 (FT-IR)、X 射线衍射 (XRD)、扫描电子显微镜 (SEM)、能量色散 X 射线光谱 (EDX)、热重分析 (TGA) ，以及 Brunauer–Emmett–Teller (BET) 分析。XRD分析、BET和SEM图像表明该催化剂呈现晶体结构，粒径范围为21至23 nm。通过进行多组分一锅缩合反应来评估催化性能。具体来说，2-萘酚与醛和双甲酮缩合生成12-芳基(烷基)-8,9,10,12四氢苯并[ a]]呫吨-11-酮衍生物，2-萘酚与醛缩合合成14-芳基(烷基)-14H-二苯并[ a,j ]呫吨衍生物。使用吡啶 FTIR 光谱测定催化剂的酸性位点。研究表明，该催化剂体系表现出优异的性能，可实现高产品收率（88-96%）并缩短反应时间（12-20 分钟）。该催化剂表现出高
• Synthesis, DNA-binding study, and antioxidant activity of 14-aryl-14H-dibenzo[a,j]xanthene derivatives
  作者：Andivelu Ilangovan、Karnambaram Anandhan、Kaushik Mahabir Prasad、Pakkiri Vijayakumar、Rajalingam Renganathan、Devanesan Arul Ananth、Thilagar Sivasudha

  DOI：10.1007/s00044-014-1124-8

  日期：2015.1

  A simple and efficient one-pot method for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives using Ni(ClO4)(2)center dot 6H(2)O as a catalyst is described. DNA-binding properties of 14-aryl-14H-dibenzo[a,j]xanthene derivatives 1a, 1j, 1l, 1m, and 1n were investigated using calf thymus DNA by electronic absorption spectroscopy and fluorescence spectroscopy. Binding constant (K (b)) with DNA was calculated from the absorption measurements. The spectral changes observed such as hypochromicity, red shift, and isosbestic point are consistent with the intercalation mode of binding of the chromophore into the stack DNA base pairs. Among the five, compound 1n with strong electron donating substituents on the phenyl ring shows better intercalative binding with DNA. Investigations of antioxidant properties show that the dibenzo[a,j]xanthene 1m with -OH group substitution has high radical scavenging properties against DPPH and ABTS(+).
• 1,4-diazanium-bicyclo[2.2.2]octane diacetate: As an effective, new and reusable media for the synthesis of 14-aryl-14H-dibenzo [a,j]xanthenes
  作者：Leila Zare Fekri、Hajar Saeedi Fard

  DOI：10.17344/acsi.2015.2096

  日期：2016.6.15

  A general synthetic route to dibenzoxanthenes has been developed using 1,4-diazaniumbicyclo[2.2.2]octane diacetate as a new bis ionic liquid under thermal and solvent free condition. This method provides several advantages such as a simple work-up, environmental friendliness and shorter reaction time along with high yields. All of the synthesized compounds were characterized by infrared spectroscopy, H-1 and C-13 spectroscopy and elemental analyses.