12-(2-chlorophenyl)-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthene-11(12H)-one | 1187642-04-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 12-(2-chlorophenyl)-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthene-11(12H)-one
• 英文别名: 12-(2-chlorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydro-11H-benzo[a]xanthen-11-one；12-(2-Chlorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one；12-(2-chlorophenyl)-9,9-dimethyl-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1187642-04-1
• 化学式: C₂₅H₂₁ClO₂
• 分子量: 388.894
• InChiKey: NVGIKRMPYUSCJC-UHFFFAOYSA-N

物化性质

• 熔点：
  179-180 °C(Solvent: Methanol)
• 沸点：
  514.4±50.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  12-(2-chlorophenyl)-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthene-11(12H)-one 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 0.75h， 以80%的产率得到12-(2-chlorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thione
  参考文献：
  名称：

  Synthesis, Spectroscopic Analysis, and In-Vitro Antimicrobial Evaluation of some Tetrahydrobenzo[a]Xanthene-11-Thiones

  摘要：

  A series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thiones were synthesized by the reaction of substituted 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones with Lawesson's Reagent in toluene under standard reaction conditions. All synthesized compounds were characterized by IR, NMR (H-1 and C-13), and mass spectra. Moreover, 2D-NMR (HOMOCOSY, HSQC, and HMBC) studies were also performed for compound 10b. The synthesized compounds were also screened for their antibacterial activities. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.]

  DOI：

  10.1080/10426507.2012.757611
• 作为产物：
  描述：

  12-(2-chlorophenyl)-8,9,10,12-tetrahydro-7aH-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazine 在 dipotassium peroxodisulfate 、 copper(II) bis(trifluoromethanesulfonate) 、 silver nitrate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.58h， 生成 12-(2-chlorophenyl)-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthene-11(12H)-one
  参考文献：
  名称：

  解构环化介导的呫吨衍生物的一锅法合成

  摘要：

  通过解构环化方法在一锅操作下实现了萘嗪直接转化为各种呫吨衍生物。在有氧反应条件下进行连续氧化C(sp 3 )–O/C(sp 3 )–N裂解和分子内/分子间成环反应。对基材进行的机理分析表明，C(sp 3 )-O 键断裂取代了 C(sp 3 )-N 键断裂。通过C(sp 3 )–O裂解原位生成的Betti碱中间体被成功分离。基于分子对接研究，分子间环状产物表现出良好的α-葡萄糖苷酶抑制特性。

  DOI：

  10.1039/d4ob00093e

文献信息

• A novel polymeric catalyst for the one-pot synthesis of xanthene derivatives under solvent-free conditions
  作者：Behrooz Maleki、Shahram Barzegar、Zeinalabedin Sepehr、Mina Kermanian、Reza Tayebee

  DOI：10.1007/s13738-012-0092-5

  日期：2012.10

  simple, efficient, and environmentally benign route was developed for the preparation of 14-aryl or alkyl-14H-dibenzo[a,j]xanthene, 1,8-dioxo-octahydroxanthene and 12-aryl—8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones from condensation of various aldehydes with (i) β-naphthol, (ii) cyclic 1,3-dicarbonyl compounds and (iii) β-naphthol and cyclic 1,3-dicarbonyl compounds, using novel polymeric catalyst [poly(AMPS-co-AA)]

  开发了一种简单，有效且环境友好的方法，用于制备14-芳基或烷基14 H-二苯并[a，j]氧杂蒽，1,8-二氧代-八氢氧杂蒽和12-芳基-8,9,10，各种醛与（i）β-萘酚，（ii）环状1,3-二羰基化合物和（iii）β-萘酚和环状1,3-二羰基化合物缩合而成的12-四氢苯并[a]黄嘌呤-11-酮，在无溶剂条件下使用新型聚合物催化剂[聚（AMPS-co-AA）]。使用容易获得的催化剂，更短的反应时间，更好的产率，反应的简单性，非均相系统和容易的后处理是本方法的优点。
• 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。
• Synthesis of Quinolines, Spiro[4<i>H</i>-pyran-oxindoles] and Xanthenes Under Solvent-Free Conditions
  作者：Farzaneh Mohamadpour、Malek Taher Maghsoodlou、Mojtaba Lashkari、Reza Heydari、Nourallah Hazeri

  DOI：10.1080/00304948.2019.1653126

  日期：2019.9.3

  Green multi-component domino reactions (MCRs)1–7 for the synthesis of fine chemicals have attracted much recent interest.8–9 Quinolines, spiro[4H-pyran-oxindoles] and xanthenes are reported as havi...

  用于合成精细化学品的绿色多组分多米诺反应 (MCR)1-7 最近引起了广泛关注。8-9 喹啉、螺 [4H-吡喃-羟吲哚] 和呫吨据报道具有...
• Introduction of a new bi-SO₃H ionic liquid based on 2,2′-bipyridine as a novel catalyst for the synthesis of various xanthene derivatives
  作者：Farhad Shirini、Masoumeh Abedini、Mohaddeseh Seddighi、Omid Goli Jolodar、Mohadeseh Safarpoor、Nikoo Langroodi、Solmaz Zamani

  DOI：10.1039/c4ra12361a

  日期：——

  1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride, [BiPy](SO3H)2Cl2 as a new ionic liquid, is prepared, characterized and used as an efficient catalyst for the promotion of the synthesis of various symmetric and asymmetric xanthene derivatives under solvent free conditions. All products were formed in excellent yields over short reaction times. Easy preparation of the catalyst, simple and easy work-up, mild

  在这项研究中，制备了1,1'-二磺基-[2,2'-联吡啶] -1,1'-氯化二氢[BiPy]（SO 3 H）2 Cl 2作为一种新型离子液体，并进行了表征和在无溶剂条件下用作促进各种对称和不对称x吨衍生物合成的有效催化剂。在较短的反应时间内，所有产品均以优异的产率形成。催化剂的易于制备，简单且容易的后处理，温和的反应条件，低成本，优异的收率和较短的反应时间是这项工作的一些优点。
• Glycine as a Green Catalyst for the Preparation of Xanthenes
  作者：Farzaneh Mohamadpour

  DOI：10.1080/00304948.2020.1834343

  日期：2021.1.2

  (2021). Glycine as a Green Catalyst for the Preparation of Xanthenes. Organic Preparations and Procedures International: Vol. 53, No. 1, pp. 59-67.

  （2021年）。甘氨酸作为制备黄嘌呤的绿色催化剂。国际有机制剂和程序：第 53，第1号，第59-67页。