12-(2-chlorophenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtha[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione | 1187642-16-5

• 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-chlorophenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtha[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione
• 英文别名: 12-(2-chlorophenyl)-8,10-dimethyl-8,12-dihydro-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-dione；12-(2-chlorophenyl)-8,10-dimethyl-8,12-dihydro-7-oxa-8,10-diazabenzo[a]anthracene-9,11-dione；8,10-dimethyl-8,12-dihydro-12-(2-chlorophenyl)-9H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11(10H)-dione；18-(2-Chlorophenyl)-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-chlorophenyl)-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: 1187642-16-5
• 化学式: C₂₃H₁₇ClN₂O₃
• 分子量: 404.853
• InChiKey: ZOAIRIMPJDAJET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 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-氯苯甲醛 、 2-萘酚 在 1,10-(6-(propyl amino)-1,3,5-triazine-2,4-diyl)bis(pyridinium)hydrogen sulfate immobillized on functionalized halloysite nanotubes 作用下， 以 neat (no solvent) 为溶剂， 反应 0.58h， 以97%的产率得到12-(2-chlorophenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtha[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione
  参考文献：
  名称：

  固定在功能化埃洛石纳米管上的三嗪双（吡啶鎓）硫酸氢盐离子液体作为一锅法合成萘并吡喃嘧啶的有效催化剂

  摘要：

  1,1'-(6-(丙基氨基)-1,3,5-triazine-2,4-diyl)bis(pyridinium)硫酸氢盐固定在埃洛石纳米管[(PATDBP)(HSO 4 ) 2 @HNT]上通过FT-IR、TGA、SEM/EDX、元素映射、TEM和元素分析等多种分析技术成功合成并表征了固体酸纳米催化剂。发现该催化剂在无溶剂条件下通过 β-萘酚、醛类和N , N-二甲基巴比妥酸的一锅三组分反应以优异的产率方便地合成萘并吡喃并嘧啶衍生物。此外，该催化剂可以回收和重复使用五次，而不会显着降低其活性。

  DOI：

  10.1039/d1ra01230d

文献信息

• 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）。
• Molecular Iodine–Catalyzed One-Pot Synthesis of Tetrahydrobenzo[<i>a</i>]xanthene-11-one and Diazabenzo[<i>a</i>]anthracene-9,11-dione Derivatives
  作者：Xiao-Jun Sun、Jian-Feng Zhou、Pu-Su Zhao

  DOI：10.1080/00397911.2010.541966

  日期：2012.5.15

  Abstract An efficient one-pot condensation of β-naphthol, aldehydes, and cyclic 1,3-dicarbonyl compounds has been achieved with molecular iodine as a catalyst, thus a variety of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives were prepared in good yields. GRAPHICAL ABSTRACT

  摘要 以分子碘为催化剂，实现了β-萘酚、醛类和环状1,3-二羰基化合物的高效一锅缩合，从而得到多种四氢苯并[a]呫吨-11-酮和二氮杂苯并[a]蒽-9,11-二酮衍生物以良好的产率制备。图形概要
• 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。
• Green synthesis of benzochromenopyrimidines in the presence of MWCNTs@SiO2/MSA as a new and effective solid acid catalyst under microwave irradiation
  作者：Masoumeh Ahmadi、Leila Moradi、Masoud Sadeghzadeh

  DOI：10.1016/j.molstruc.2021.130183

  日期：2021.7

  A new and green synthesis of benzochromenopyrimidine derivatives is efficiently catalyzed by supported meglumine sulfonic acid on multiwalled carbon nanotube surfaces (MWCNTs@SiO2/MSA). Preparation of catalyst was performed through a simple and convenient method and characterized using FTIR, FESEM, TGA and EDX techniques. This recyclable catalyst provided a green and soft strategy to solvent-free synthesis

  负载的葡甲胺磺酸在多壁碳纳米管表面（MWCNTs @ SiO 2 / MSA ）上有效催化了一种新的绿色苯并铬嘧啶衍生物的合成。催化剂的制备通过简单方便的方法进行，并使用FTIR，FESEM，TGA和EDX技术进行了表征。这种可循环使用的催化剂为微波辐射下无溶剂合成苯并色氨并嘧啶衍生物提供了绿色而又柔软的策略。提出的方案是一种使用新型高效固体酸催化剂以高产率至优异产率合成苯并色氮嘧啶的安全，环保，便捷的方法。
• 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。