13-(naphthalen-2-yl)-3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-trione | 1204395-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 13-(naphthalen-2-yl)-3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-trione
• 英文别名: 3,4-dihydro-13-(naphthalen-2-yl)-2H-indazolo[1,2-b]phthalazine-1,6,11(13H)-trione；3,4-dihydro-13-(naphthalen-2-yl)-2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-trione
• CAS: 1204395-14-1
• 化学式: C₂₅H₁₈N₂O₃
• 分子量: 394.43
• InChiKey: PFRZJGZUERWSOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  30.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  61.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  苯酐 、 1,3-环己二酮 、 2-萘甲醛 在 一水合肼 作用下， 反应 0.17h， 以90%的产率得到13-(naphthalen-2-yl)-3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-trione
  参考文献：
  名称：

  Solvent-free, one-pot, four-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones using sulfuric acid-modified PEG-6000 as a green recyclable and biodegradable polymeric catalyst

  摘要：

  A green practical method for the efficient synthesis of 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-triones using sulfuric acid-modified polyethylene glycol-6000 (PEG-OSO3H) as an eco-friendly polymeric catalyst from the four-component condensation reaction of phthalic anhydride, hydrazinium hydroxide, 1,3-cyclohexanedione or 5,5-dimethyl 1,3-cyclohexanedione (dimedone) and aromatic aldehydes under solvent-free conditions at 80 degrees C is described. This approach allowed the environmental impact factor (E-factor) to be minimized. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.cattod.2012.05.026

文献信息

• Efficient one-pot syntheses of 2H-indazolo[2,1-b] phthalazine-triones by catalytic H2SO4 in water–ethanol or ionic liquid
  作者：Jitender M. Khurana、Devanshi Magoo

  DOI：10.1016/j.tetlet.2009.10.032

  日期：2009.12

  Sulfuric acid-catalyzed, three-component, one-pot condensation of phthalhydrazide, aromatic aldehydes and 1,3-dicarbonyl compounds has been reported for the synthesis of a series of 2H-indazolo[2,1-b] phthalazine-triones in water–ethanol or in ionic liquid. The protocol proves to be efficient and environmentally benign in terms of high yields, low reaction times, ease of recovery, and reusability of

  据报道，硫酸催化的三组分邻苯二甲酰肼，芳族醛和1,3-二羰基化合物的一锅缩合反应可用于合成一系列2 H-吲哚并[ 2,1 - b ]邻苯二甲腈-三酮。水-乙醇或离子液体中。该协议在高产率，低反应时间，易于回收和反应介质（离子液体）的可重复使用性方面被证明是有效且对环境无害的。
• Lewis acid free synthesis of 3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-triones promoted by 1,1,1,3,3,3-hexafluoro-2-propanol
  作者：Behrooz Maleki、Samaneh Sedigh Ashrafi、Reza Tayebee

  DOI：10.1039/c4ra06768a

  日期：——

  A convenient, environmentally friendly and efficient procedure for the synthesis 3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-trione derivatives has been developed via multi-component and one-pot reactions of various aldehydes with cyclic 1,3-diketones and phthalhydrazide 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP). In simple and mild reaction conditions, the use of HFIP is explored as an easy workup and a green catalyst for the one-pot three-component synthesis of 3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-triones. Thus, this practical method is developed as a notable medium for these derivatives via a multicomponent reaction.

  通过各种醛与环状 1,3-二酮和酞酰肼 1,1,1,3,3,3-六氟-2-丙醇（HFIP）的多组分和一锅反应，开发了一种方便、环保和高效的 3,4-二氢-1H-吲唑并[1,2-b]酞嗪-1,6,11(2H,13H)-三酮衍生物的合成方法。在简单温和的反应条件下，研究人员探索了如何利用 HFIP 作为一种易于操作的绿色催化剂，一锅三组分合成 3,4- 二氢-1H-吲唑并[1,2-b]酞嗪-1,6,11(2H,13H)-三酮。因此，这种实用的方法被开发为通过多组分反应合成这些衍生物的显著介质。
• Brønsted Acidic Deep Eutectic Solvent Catalysed the One-Pot Synthesis of 2<i>H</i>-indazolo[2,1-<i>b</i>]Phthalazine-Triones
  作者：Liang Wang、Min Zhou、Qun Chen、Ming-Yang He

  DOI：10.3184/174751913x13787347508252

  日期：2013.10

  An efficient and facile protocol for the one-pot synthesis of 2H-indazolo[2,1-b]phthalazine-triones in the presence of a Brønsted acidic deep eutectic solvent has been developed. The Brønsted acidic deep eutectic solvent was readily prepared via heating the mixture of choline chloride and p-toluenesulfonic acid. In addition, the deep eutectic solvent is non-toxic, cost-effective and recyclable.

  已开发出一种在 Brønsted 酸性深共晶溶剂存在下一锅法合成 2H-吲唑并[2,1-b] 酞嗪三酮的有效且简便的方案。通过加热氯化胆碱和对甲苯磺酸的混合物很容易制备布朗斯台德酸性低共熔溶剂。此外，深共熔溶剂无毒、经济、可回收。