3,3-dimethyl-12-(3-nitrophenyl)-3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione | 1262487-92-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3,3-dimethyl-12-(3-nitrophenyl)-3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione
• 英文别名: 3,3-dimethyl-12-(3-nitrophenyl)-4,12-dihydro-2H-benzo[b]xanthene-1,6,11-trione
• CAS: 1262487-92-2
• 化学式: C₂₅H₁₉NO₆
• 分子量: 429.429
• InChiKey: SICHXWZJJYNOBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 、 间硝基苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 1-丁基-3-甲基咪唑溴盐 作用下， 反应 8.0h， 以80%的产率得到3,3-dimethyl-12-(3-nitrophenyl)-3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione
  参考文献：
  名称：

  Efficient one-pot three-component synthesis of 3,4-dihydro-12-phenyl-2H-benzo[b] xanthene-1,6,11(12H)-trione derivatives in ionic liquid

  摘要：

  一系列3,4-二氢-12-苯基-2H-苯并[b]咕吨-1,6,11(12H)-三酮衍生物已在离子液体[bmim+]Br−存在下以高产率成功合成。反应后处理简单，且离子液体可从产物中容易地分离并重复使用。

  DOI：

  10.1007/s11164-012-0688-5

文献信息

• Application of cobalt phthalocyanine as a nanostructured catalyst in the synthesis of biological henna-based compounds
  作者：Mohammad Dashteh、Maliheh Safaiee、Saeed Baghery、Mohammad Ali Zolfigol

  DOI：10.1002/aoc.4690

  日期：2019.4

  The present investigation describes synthesis of a good range of henna‐based compounds in the presence of novel nano cobalt phthalocyanine like molten salt (tetra‐2,3‐pyridiniumporphyrazinato cobalt tribromomethanide) [Co (TPPABr)]CBr3 as an efficient, recyclable and thermally stable heterogeneous catalyst.

  本研究描述了新型纳米酞菁钴的存在等熔融盐（四甲基-2,3- pyridiniumporphyrazinato钴tribromomethanide）[CO（TPPABr）] CBR一个良好的范围的基于指甲花的化合物的合成3作为一种高效，可回收和热稳定的非均相催化剂。
• “On-water” organic synthesis: l-proline catalyzed synthesis of pyrimidine-2,4-dione-, benzo[g]- and dihydropyrano[2,3-g]chromene derivatives in aqueous media
  作者：Hamid Mofakham、Rahim Ghadari、Ahmad Shaabani、Milad Pedarpour、Sabrieh Ghasemi

  DOI：10.1007/s13738-012-0160-x

  日期：2013.4

  In this work, functionalized pyrimidine-2,4-dione-, benzo[g]-, and dihydropyrano[2,3-g]chromene derivatives have been synthesized via a Michael addition of 2-hydroxy-1,4-naphthoquinone or 2,5-dihydroxy-1,4-benzoquinone to the Knoevenagel condensation product of an aldehyde with Meldrum’s acid, dimedone or barbituric acid in the presence of a catalytic amount of l-proline under refluxing conditions

  在这项工作中，通过2-羟基-1,4-萘醌或2的迈克尔加成反应合成了功能化的嘧啶-2,4-二酮-，苯并[ g ]-和二氢吡喃并[2,3- g ]色烯衍生物。在催化量的1-脯氨酸存在下，在水中回流条件下，将醛，5-二羟基-1,4-苯醌与醛与梅德鲁姆的酸，二甲酮或巴比妥酸形成Knoevenagel缩合产物，收率良好。
• Brønsted acidic ionic liquids catalyzed the preparation of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones and 3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-triones
  作者：Hamid Reza Shaterian、Marziyeh Sedghipour、Ebrahim Mollashahi

  DOI：10.1007/s11164-013-1043-1

  日期：2014.4

  An environmentally green method for the synthesis of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone and 3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione derivatives using Brønsted acidic ionic liquids, 3-methyl-1-sulfonic acid imidazolium chloride, 1-H-3-methyl-imidazolium hydrogensulfate, triethylamine-bonded sulfonic acid, and triethylammonium hydrogensulfate as reusable catalysts under thermal solvent-free conditions is described.

  一种环境友好的合成方法，用于制备13-芳基-5H-二苯并[b,i]吖啶-5,7,12,14(13H)-四酮和3,4-二氢-1H-苯并[b]吖啶-1,6,11(2H,12H)-三酮衍生物，采用布朗斯特酸性离子液体催化剂，如3-甲基-1-磺酸咪唑氯化物、1-H-3-甲基咪唑硫酸氢盐、三乙胺结合的磺酸以及三乙氨硫酸氢盐，在无溶剂热条件下作为可重复使用的催化剂。
• Polystyrene-supported GaCl3 as a highly efficient and reusable heterogeneous Lewis acid catalyst for the three-component synthesis of benzoxanthene derivatives
  作者：Ali Rahmatpour

  DOI：10.1007/s00706-013-0931-9

  日期：2013.8

  procedure utilizing polystyrene-supported gallium trichloride as a highly active and eco-friendly heterogeneous Lewis acid catalyst. This reaction was also extended to the preparation of 14-aryl-2-hydroxy-13H-dibenzo[a,i]xanthene-8,13(14H)-diones. The experimental and work-up procedure is very simple and the catalyst can be easily separated from the reaction mixture and reused several times in subsequent

  摘要基于萘醌的黄嘌呤，特别是14-芳基-13 H-二苯并[ a，i ] x吨-8,13 （14 H）-二酮和12-芳基-2,3,4,12-四氢-1 H-苯并[通过使用聚苯乙烯负载的三氯化镓作为高活性和生态友好型非均质路易斯酸催化剂，通过简单，温和和有效的三组分偶联程序，以良好至优异的收率获得了b ]吨蒽-1,6,11-三酮。 。该反应还扩展到制备14-芳基-2-羟基-13 H-二苯并[ a，i ]吨蒽-8,13（14 H）-diones。实验和后处理程序非常简单，催化剂可以轻松地从反应混合物中分离出来，并在后续反应中重复使用几次。 图形概要
• An efficient three-component synthesis of benzoxanthenes in water
  作者：Minoo Dabiri、Zeinab Noroozi Tisseh、Ayoob Bazgir

  DOI：10.1002/jhet.420

  日期：——

  A clean, one‐pot and three‐component synthesis of new dibenzo[a,i]xanthene‐diones derivatives by cyclo‐condensation reaction of 2‐hydroxynaphthalene‐1,4‐dione, aromatic aldehydes and dimedone or 2‐naphthol in aqueous media is reported. J. Heterocyclic Chem., (2010).

  通过2-羟基萘-1,4-二酮，芳族醛和二甲酮或2-萘酚在水介质中的环缩合反应，干净，一锅三组分地合成新的二苯并[ a，i ] i吨-二酮衍生物被报道。J.杂环化​​学。（2010）。