12-(2,4-dichlorophenyl)-8,10-dimethyl-8,12-dihydro-9H-naphtho[1’,2’:5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione | 1187642-15-4

• 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: 12-(2,4-dichlorophenyl)-8,10-dimethyl-8,12-dihydro-9H-naphtho[1’,2’:5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione
• 英文别名: 12‐(2,4‐dichlorophenyl)‐8,12‐dihydro‐8,10‐dimethyl‐9H-naphtha[1,2:5,6]pyrano[2,3‐d]pyrimidine‐9,11‐(10H)‐dione；12-(2,4-dichlorophenyl)-8,10-dimethyl-8,10-dihydro-9Hbenzo[5,6]chromene[2,3,d]pyrimidine-9,11-(10H)-dione；12-(2,4-dichlorophenyl)-8,10-dimethyl-8,12-dihydro-7-oxa-8,10-diazabenzo[a]anthracene-9,11-dione；8,10-dimethyl-8,12-dihydro-12-(2,4-dichlorophenyl)-9H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11(10H)-dione；18-(2,4-Dichlorophenyl)-13,15-dimethyl-11-oxa-13,15-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,12(17)-hexaene-14,16-dione；18-(2,4-dichlorophenyl)-13,15-dimethyl-11-oxa-13,15-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,12(17)-hexaene-14,16-dione
• CAS: 1187642-15-4
• 化学式: C₂₃H₁₆Cl₂N₂O₃
• 分子量: 439.298
• InChiKey: WVBXNJKRRNFPFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-二甲基巴比妥酸 、 2,4-二氯苯甲醛 、 2-萘酚 在 ZrOCl₂ supported nano TiO₂ 作用下， 以 neat (no solvent) 为溶剂， 反应 0.42h， 以84%的产率得到12-(2,4-dichlorophenyl)-8,10-dimethyl-8,12-dihydro-9H-naphtho[1’,2’:5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione
  参考文献：
  名称：

  ZrOCl2 / nano TiO2作为无溶剂条件下一锅合成萘并吡喃并嘧啶的高效催化剂。

  摘要：

  ZrOCl（2）/ nano-TiO（2）已被用作通过三组分反应制备萘并[1'，2'：5,6]吡喃并[2,3-d]嘧啶衍生物的有效催化剂醛，β-萘酚和1,3-二甲基巴比妥酸 该反应的优点是无溶剂条件，反应时间短，后处理容易，收率好至极好，以及具有成本效益和可重复使用的催化剂。

  DOI：

  10.17344/acsi.2015.1567

文献信息

• Phosphoric acid supported on alumina (H3PO4/Al2O3) as an efficient and reusable catalyst for the one-pot synthesis of benzoxanthene pigments
  作者：Hamid Reza Shaterian、Kobra Azizi、Nafiseh Fahimi

  DOI：10.1007/s11164-013-1047-x

  日期：2014.4

  Phosphoric acid supported on alumina (H3PO4/Al2O3) is an efficient catalyst for the catalytic multi-component condensation reaction and a wide variety of syntheses of benzoxanthene pigments in good yields. The remarkable features of this new procedure are high conversions, shorter reaction times, cleaner reaction, and simple experimental and work-up procedures.

  负载于氧化铝上的磷酸（H3PO4/Al2O3）是一种高效的催化剂，可用于催化多组分缩合反应及一系列在良好产率下合成苯并二氧杂蒽类色素的合成中。该新方法的显著特点包括高转化率、较短的反应时间、更纯净的反应过程及简单易行的实验和后处理步骤。
• Immobilization of Lewis acidic ionic liquid on perlite nanoparticle surfaces as a highly efficient solid acid catalyst for the solvent-free synthesis of xanthene derivatives
  作者：L. Moradi、M. Mirzaei

  DOI：10.1039/c9ra03312b

  日期：——

  modified with Lewis acidic ionic liquid (perlite NP@IL/ZrCl4) through a two step procedure. The prepared solid acid catalyst was characterized by Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX) and thermo gravimetric analysis (TGA). Perlite NP@IL/ZrCl4 was used as a new solid acid, reusable and green

  在这项研究中，珍珠岩纳米粒子通过简单的方法制备，然后通过两步过程用路易斯酸性离子液体（珍珠岩 NP@IL/ZrCl 4 ）进行改性。采用傅里叶变换红外光谱(FTIR)、扫描电子显微镜(SEM)、X射线衍射(XRD)、能量色散X射线光谱(EDX)和热重分析(TGA)对制备的固体酸催化剂进行了表征。珍珠岩 NP@IL/ZrCl 4被用作一种新的固体酸、可重复使用的绿色非均相纳米催化剂，用于一锅法合成呫吨衍生物。使用催化量（0.005 g，0.4 mol%）制备的催化剂在无溶剂条件下合成呫吨，后处理简单，产物收率高至优异。该催化剂的可重复使用性和高效率使该方法对大规模环保操作具有吸引力。
• Molecular iodine-catalyzed one-pot synthesis of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives under microwave irradiation
  作者：X. J. Sun、J. F. Zhou、P. S. Zhao

  DOI：10.1002/jhet.742

  日期：2011.11

  An efficient one‐pot condensation of β‐naphthol, aldehydes, and cyclic 1,3‐dicarbonyl compounds has been achieved with molecular iodine as a catalyst under microwave irradiation, thus a variety of tetrahydrobenzo[a]xanthene‐11‐one and diazabenzo[a]anthracene‐9,11‐dione derivatives were prepared in good yields. J. Heterocyclic Chem., (2011).

  在微波辐射下，以分子碘为催化剂，可以实现β-萘酚，醛和环状1,3-二羰基化合物的高效单锅缩合反应，因此可以制得各种四氢苯并[ a ]蒽并十一酮和重氮苯并[以高收率制备了]蒽-9,11-二酮衍生物。J.杂环化​​学。（2011）。
• An efficient one-pot synthesis of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives under solvent free condition
  作者：Ganesh Chandra Nandi、Subhasis Samai、Ram Kumar、M.S. Singh

  DOI：10.1016/j.tet.2009.06.024

  日期：2009.8

  Indium(III) chloride catalyzed one-pot synthesis of 12-aryl/alkyl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one and 8,10-dimethyl-12-aryl-8,12-dihydro-7-oxa-8,10-diazabenzo[a]anthracene-9,11-dione derivatives have been achieved by three component cyclocondensation of aldehydes, β-naphthol and cyclic 1,3-dicarbonyl compounds under solvent free condition in high yields. P2O5 too has been found as an effective

  氯化铟（III）催化一锅合成12-芳基/烷基-8,9,10,12-四氢苯并[ a ]氧杂蒽-11-one和8,10-二甲基-12-芳基-8,12-二氢通过醛，β-萘酚和环状1,3-二羰基化合物在无溶剂条件下的三组分环缩合，可以高产率获得-7-氧杂-8,10-二氮杂苯并[ a ]蒽-9,11-二酮衍生物。还发现P 2 O 5是实现该转化的有效催化剂。
• MWCNTs@NHBut/PTA: New efficient solid acid catalyst for solvent free synthesis of benzochromenopyrimidines
  作者：Masoumeh Ahmadi、Leila Moradi、Masoud Sadeghzadeh

  DOI：10.1002/aoc.4980

  日期：2019.8

  In this study, a novel and eco‐friendly synthesis of benzochromenopyrimidines catalyzed by phosphotugstic acid immobilized on aminated multiwalled carbon nanotubes (MWCNTs@NHBut/PTA) is reported. New solid acid catalyst was prepared through a simple process with good percentage of organo metallic groups and characterized with FTIR, TEM, SEM, EDX and TGA techniques. Reusable catalytic system provides

  在这项研究中，报道了一种新型且环保的苯甲酰氨基嘧啶的合成方法，该方法由固定在胺化的多壁碳纳米管上的磷酸三氟乙酸催化（MWCNTs @ NHBut / PTA）。通过简单的方法制备了具有较高有机金属基团比例的新型固体酸催化剂，并通过FTIR，TEM，SEM，EDX和TGA技术对其进行了表征。可重复使用的催化系统提供了一种方便，安全和绿色的途径，可以在温和的条件下生成各种苯并铬嘧啶。