9(4-hydroxyphenyl)6,6-dimethyl-2-phenyl-6,7-dihydro[1,2,4]triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)trione | 1227753-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 9(4-hydroxyphenyl)6,6-dimethyl-2-phenyl-6,7-dihydro[1,2,4]triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)trione
• 英文别名: 5-(4-hydroxyphenyl)-8,8-dimethyl-2-phenyl-7,9-dihydro-5H-[1,2,4]triazolo[1,2-a]indazole-1,3,6-trione
• CAS: 1227753-46-9
• 化学式: C₂₃H₂₁N₃O₄
• 分子量: 403.437
• InChiKey: PWXBBSXHUFRIEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  81.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-苯基脲唑 、 对羟基苯甲醛 、 5,5-二甲基-1,3-环己二酮 以 甘油 为溶剂， 反应 7.0h， 以90%的产率得到9(4-hydroxyphenyl)6,6-dimethyl-2-phenyl-6,7-dihydro[1,2,4]triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)trione
  参考文献：
  名称：

  Glycerol: a more benign and biodegradable promoting medium for catalyst-free one-pot multi-component synthesis of triazolo[1,2-a]indazole-triones

  摘要：

  三元组件合成三唑并[1,2-a]吲哚三酮在无催化剂条件下成功地在甘油中进行，甘油是一种良性、无毒且可生物降解的促进介质。

  DOI：

  10.1039/c5ra13805a

文献信息

• Glycerol: a more benign and biodegradable promoting medium for catalyst-free one-pot multi-component synthesis of triazolo[1,2-a]indazole-triones
  作者：Mohsen Shekouhy、Abdollah Masoudi Sarvestani、Soheila Khajeh、Ali Khalafi-Nezhad

  DOI：10.1039/c5ra13805a

  日期：——

  The one-pot three component synthesis of triazolo[1,2-a]indazole-triones was conducted successfully under catalyst-free conditions in glycerol as a benign, nontoxic and biodegradable promoting medium.

  三元组件合成三唑并[1,2-a]吲哚三酮在无催化剂条件下成功地在甘油中进行，甘油是一种良性、无毒且可生物降解的促进介质。
• Ultrasound-assisted high-yield multicomponent synthesis of triazolo[1,2-<i>a</i>]indazole-triones using silica-coated ZnO nanoparticles as a heterogeneous catalyst
  作者：Divya Verma、Vikash Sharma、Gunadhor Singh Okram、Shubha Jain

  DOI：10.1039/c7gc03279j

  日期：——

  We report here comprehensively detailed systematic investigations into a new method of an ultrasound-assisted synthesis of 4(a–m) triazolo[1,2-a]indazole-triones (TAITs) using the multicomponent condensation reaction among dimedone, 4-phenylurazole and various individual aryl aldehydes in the presence/absence of SiO2, ZnO and SiO2-coated ZnO (ZnO@SiO2) nanoparticles (NPs) or nanorods as heterogeneous

  我们在这里报告全面详细的系统研究，以超声辅助合成使用二甲酮，4-苯基尿嘧啶和4-苯基尿嘧啶的多组分缩合反应合成4（am）三唑并[1,2 - a ]吲唑-三酮（TAITs）的新方法。在去离子水（DIW）中在相当低的温度（〜60°C）下存在/不存在SiO 2，ZnO和SiO 2包覆的ZnO（ZnO @ SiO 2）纳米粒子（NPs）或纳米棒的各种单个芳基醛）。为此，在27°C的DIW中以高效，便捷和可扩展的湿化学路线合成了纳米棒。直径约21 nm的氧气过量的ZnO纳米棒，最长达259 nm的长度变成了缺氧的ZnO @ SiO2的直径约为48 nm，具有相当复杂的内部结构和光滑的表面。值得注意的是，由于缺氧，ZnO @ SiO 2 NPs具有出色的催化活性，具有高至高产量的TAIT产品，高达六次运行的出色循环利用能力，zeta电位（ ζ）值超过-30 mV，最小流体动力学直径（HD） 752nm，最佳分散稳定性和最大比表面积97
• Synthesis of triazolo indazolones using 3D mesoporous aluminosilicate catalyst with nanocage structure
  作者：M. Adharvana Chari、G. Karthikeyan、A. Pandurangan、T. Siddulu Naidu、B. Sathyaseelan、S.M. Javaid Zaidi、A. Vinu

  DOI：10.1016/j.tetlet.2010.03.021

  日期：2010.5

  Mesoporous Aluminosilicate (AIKIT-5) has been found to be an efficient catalyst for one-pot synthesis of triazolo[1,2-a]indazole-1,3,8-trione derivatives from dimedone, urazole, and aromatic aldehydes using acetonitrile as a solvent. This new method is simple, effective, ecofriendly, and consistently has the advantage of excellent yields (80-96%) and short reaction time (30-60 min). The effect of the catalyst weight, aluminum content in the catalyst, and the solvents on the synthesis of triazolo[1,2-a]indazole-1,3,8-trione derivatives has been investigated. It has been found that the catalyst can be recycled for several times without much affecting its activity for a variety of organic transformations. (C) 2010 Elsevier Ltd. All rights reserved.
• <i>Green synthesis of</i>triazolo[1,2-a]indazole-triones<i>using Origanum majorana</i>-capped silver nanoparticles
  作者：Bijan Mombeni Goodajdar

  DOI：10.1080/24701556.2021.1952254

  日期：2022.8.3

  electron microscopy (TEM), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy, transport electron microscopy (TEM) isotherm, and X-ray diffraction (XRD) spectra. This procedure provides several advantages such as simple, mild condition, easy workup, and excellent yield in a short time. All of the synthesized compounds were characterized by FT-IR, 1H NMR, 13C NMR, and elemental analysis

  摘要 通过 1,2,4-triazolidine-3,5-dione (urazole)、5,5 之间的一锅缩合反应合成三唑并[1,2- a ]吲唑三酮的简便、多组分绿色工艺-二甲基环己烷-1,3-二酮（二甲酮）和醛在牛至的存在下描述了在无溶剂条件下作为高度稳定和可重复使用的环保催化剂的封端银纳米颗粒。使用傅里叶变换红外 (FT-IR)、透射电子显微镜 (TEM)、扫描电子显微镜 (SEM)、能量色散 X 射线光谱、传输电子显微镜 (TEM) 等温线和 X 射线衍射 (XRD) 分析纳米颗粒结构) 光谱。该程序具有简单、条件温和、易于后处理和在短时间内获得优异产量等优点。所有合成的化合物均通过FT-IR、1 H NMR、13 C NMR和元素分析进行​​了表征。