2,4-di-p-tolyl-2,4-diazaspiro[5.5]undecan-7-one

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,4-di-p-tolyl-2,4-diazaspiro[5.5]undecan-7-one
• 英文别名: 2,4-bis-(4-methylphenyl)-2,4-diazaspiro[5.5]undecan-7-one；2,4-bis(4-methylphenyl)-2,4-diazaspiro[5.5]undecan-11-one
• 化学式: C₂₃H₂₈N₂O
• 分子量: 348.488
• InChiKey: DQSRMJXWBKBNCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-乙酰基环己酮 、 乙烷,三氯氟- 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 为溶剂， 反应 3.17h， 以70%的产率得到2,4-di-p-tolyl-2,4-diazaspiro[5.5]undecan-7-one
  参考文献：
  名称：

  One-Pot DBU-Promoted Synthesis of Hydroacridinones and Spirohexahydropyrimidines

  摘要：

  The potential hydroacridinone synthesis using simple and inexpensive starting materials, namely 1,3-dicarbonyl compounds, anilines, formaldehyde and DBU as a stoichiometric base was explored. As a result, from the reaction of 1,3-cyclohexanedione and dimedone tetrahydroacridinones were the main reaction products along with small yields of their oxidation products, the dihydroacridinones, whereas in the case of 2-acetylcyclohexanone spirohexahydropyrimidines were isolated in very good yields. Plausible mechanistic schemes for the formation of all products are proposed.

  DOI：

  10.1055/s-0033-1339922

文献信息

• CuFe2O4 nanoparticles as a highly efficient and magnetically recoverable catalyst for the synthesis of medicinally privileged spiropyrimidine scaffolds
  作者：Anshu Dandia、Anuj K. Jain、Sonam Sharma

  DOI：10.1039/c2ra22477a

  日期：——

  A highly efficient and green protocol for the synthesis of medicinally important fluorinated spiropyrimidine derivatives involving creation of six new covalent bonds has been developed using a magnetically separable and reusable heterogeneous copper ferrite nanocatalyst under mild reaction conditions. The synthesis of inverse spinel copper ferrite magnetic nanoparticles with average size of 38 nm has been achieved using combined sonochemical and co-precipitation techniques in aqueous medium from readily available inexpensive starting materials without any surfactant or capping agent. The particle size was determined by transmission electron microscopy (TEM), scanning electron microscopy (SEM) and X-ray diffraction (XRD) analysis. The magnetic nature of catalyst facilitates its easy removal from the reaction medium and can be reused five times without any significant loss of its catalytic activity. Negligible leaching of Cu and Fe in consecutive cycles makes the catalyst economical and environmentally benign. The structure of final products was established by single crystal X-ray analysis and spectroscopic techniques.

  开发了一种高效绿色的合成重要药用氟化螺嘧啶衍生物的协议，该协议涉及在温和反应条件下使用磁性可分离和可重复使用的异质铜铁氧体纳米催化剂创造六个新的共价键。通过在水性介质中结合声化学和共沉淀技术，从易于获取的廉价起始材料中，无需任何表面活性剂或配体，实现了反尖晶石铜铁氧体磁性纳米粒子的合成，平均粒径为38 nm。粒径通过透射电子显微镜（TEM）、扫描电子显微镜（SEM）和X射线衍射（XRD）分析确定。催化剂的磁性质使其易于从反应介质中去除，并且可以重复使用五次而不显著损失其催化活性。在连续循环中Cu和Fe的渗出可以忽略不计，使得催化剂经济且环境友好。最终产品的结构通过单晶X射线分析和光谱技术确定。
• Supported Preyssler Nanoparticles in Synthesis of 1,3-Diaryl-5-Spirohexahydropyrimidines
  作者：Majid M. Heravi、Samaheh Sadjadi、Sodeh Sadjadi、Hossein A. Oskooie、Rahim Hekmat Shoar、Fatemeh F. Bamoharram

  DOI：10.1002/jccs.200900035

  日期：2009.4

  Silica‐supported Preyssler nanoparticles (H14[NaP5W30O110])/SiO2 are used as a new and recyclable catalyst for the preparation of 1,3‐diaryl‐5‐spirohexahydropyrimidines via a one‐pot condensation of anilines, formaldehyde, and cyclohexanone.

  二氧化硅支撑的Preyssler纳米颗粒（H 14 [NaP 5 W 30 O 110 ]）/ SiO 2被用作一种新型可循环使用的催化剂，可通过苯胺的一锅缩合制备1,3-二芳基-5-螺六氢嘧啶，甲醛和环己酮。
• Metal free green protocol for the synthesis of bis-spiro piperidine and pyrimidine derivatives
  作者：Audumbar Patil、Rajashri Salunkhe

  DOI：10.1007/s11164-018-3310-7

  日期：2018.5

  one-pot three-component synthesis of bis-spiro piperidine and pyrimidine derivatives has been reported by performing the reaction of formaldehyde, aromatic aniline and 1,3-dicarbonyl compounds. This reaction was carried out at room temperature in 2,2,2-trifluoroethanol (TFE) as a recyclable reaction medium under the metal free condition. The strong hydrogen donor ability and acidic property of TFE plays

  摘要 据报道，通过甲醛，芳族苯胺和1,3-二羰基化合物的反应，可以高效地一锅三组分合成双螺哌啶和嘧啶衍生物。该反应在室温下在2,2,2-三氟乙醇（TFE）中作为可循环的反应介质在无金属条件下进行。TFE的强大的氢供体能力和酸性对加快反应速率和平稳引发反应起着关键作用。该方法的优点是反应条件温和，无需柱色谱纯化，产物收率高和TFE可回收利用。 图形概要
• Dy/chitosan: a highly efficient and recyclable heterogeneous nano catalyst for the synthesis of hexahydropyrimidines in aqueous media
  作者：Nayeem Ahmed、Saima Tarannum、Zeba N. Siddiqui

  DOI：10.1039/c5ra08160b

  日期：——

  Dy(iii)/chitosan as a recyclable and heterogeneous catalyst is used for the sustainable preparation of hexahydropyrimidine derivatives in aqueous media.

  Dy（iii）/壳聚糖作为可回收和杂化催化剂，用于在水性介质中可持续制备六氢嘧啶衍生物。
• Synthesis of sulfanylidene-diazaspirocycloalkanones in a three-component Mannich-type reaction catalyzed with lactic acid
  作者：Tadeusz Stefan Jagodziński、Jacek Grzegorz Sośnicki、Łukasz Struk

  DOI：10.24820/ark.5550190.p010.136

  日期：——

  general reaction. Spirohexahydropyrimidines were obtained in the one-pot, three-component reaction of a variety of cyclic-ketone-derived thioamides, primary amines and formaldehyde with lactic acid acting as a catalyst. The results of our experiments confirmed the high catalytic efficiency of lactic acid. A proper choice of the starting thioamides and amines makes it possible to use this reaction methodolgy

  研究了在 α-碳原子上含有酸性氢原子的硫代酰胺的氨甲基化反应作为一般反应。螺六氢嘧啶是在各种环酮衍生的硫代酰胺、伯胺和甲醛与乳酸作为催化剂的一锅三组分反应中获得的。我们的实验结果证实了乳酸的高催化效率。正确选择的起始硫胺和胺可以使用该反应方法合成六氢嘧啶（例如生物活性化合物）的几种新的且潜在有用的衍生物。