1044549-08-7Relevant academic research and scientific papers
An improved procedure for the three-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives using basic ionic liquid
Wang, Wang,Cong-Hao, Li,Yi, Yu,Xiao-Jun, Li,Hong-Yun, Guo
, p. 354 - 357 (2016)
An efficient and green method for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives has been achieved through the one-pot, three-component condensation of aromatic aldehydes, malononitrile or ethyl cyanoacetate, and phthalhydrazide in
Two Novel Pyrazole Derived Ionic Liquids Based on Chloride and Trichlorostannate Anions: Preparation, Characterization, and Evaluation of Their Catalytic Activity in the Synthesis of 1H-Pyrazolo[1,2-b]phthalazine-5,10-diones
Vafaee,Davoodnia,Nakhaei,Yadegarian,Nejatianfar
, p. 273 - 278 (2021/03/19)
Abstract: Two novel room-temperature disulfonic acid functionalized ionic liquids derived from 3,5-dimethyl-1H-pyrazole consisting of chloride and trichlorostannate anions, 3,5-dimethyl-1,2-disulfonic acid-1H-pyrazolium chloride and 3,5-dimethyl-1,2-disul
Sio2:mgmno3: An efficient heterogeneous catalyst for one pot synthesis of 1h-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives
SAGAR,CHAVAN
, p. 2489 - 2494 (2020/10/22)
The present study deals with hydrothermal synthesis of SiO2 composite MgMnO3 catalyst. The obtained polycrystalline product was analyzed by using physical investigative techniques including XRD, SEM, EDAX, TEM, SAED and BET surface area. The product corresponded to average particle size of 100 nm by TEM images. The BET surface area was found 234.38 cm2/g for SiO2 composite MgMnO3 catalyst which indicates a good catalytic property. The synthesized catalyst was applied for the synthesis of 1H-pyrazolo[1,2-b]- phthalazine-5,10-dione in presence of ethanol as a solvent at 80°C. The current procedure and catalyst offers the gains of clean reaction, short reaction time, high yield, easy purification and financial availability of the catalyst.
Experimental and DFT mechanistic insights into one-pot synthesis of 1: H -pyrazolo[1,2- b] phthalazine-5,10-diones under catalysis of DBU-based ionic liquids
Fallah-Ghasemi Gildeh, Sara,Mehrdad, Morteza,Roohi, Hossein,Ghauri, Khatereh,Fallah-Ghasemi Gildeh, Sahar,Rad-Moghadam, Kurosh
, p. 16594 - 16601 (2020/10/14)
Benzylation of DBU followed by anion exchange of the resulting salt with trifluoroacetate gave nearly quantitatively the ionic liquid [Bn-DBU][TFA]. It is shown here to be an efficient catalyst for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones via the three-component reaction of phthalhydrazide, aromatic aldehydes, and active α-methylene nitriles. DFT calculations at the B3LYP/SVP level and the experimental results are in agreement with a three-step mechanism for this reaction. Based on the DFT calculations, the catalytic effect largely arises from the intrinsic ionic properties of the ionic liquid rather than its action as a simple base. These calculations also predict the existence of two close-in-energy activated complexes whose rate determining roles and energies depend on their interaction with the anionic component of the ionic liquid, as [Bn-DBU][TFA] has shown a higher catalytic activity than [Bn-DBU][OAc]. This mechanistic approach opens up new and promising insights into the rational design of ionic liquid catalysts for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones. The synthetic method presented here has several prominent advantages.
Method of using ionic liquid to catalytically prepare pyrazolo[1,2-b]phthalazinone derivative
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Paragraph 0062; 0063; 0064, (2018/11/22)
The invention discloses a method of using an ionic liquid to catalytically prepare pyrazolo[1,2-b]phthalazinone derivative. The method comprises: adding an aldehyde derivative shown as formula I, a compound shown as formula II, phthalylhydrazine, and an ionic liquid catalyst into a solvent, stirring at 0-80 DEG C in the nitrogen atmosphere for 1-15 h to obtain a reacted liquid; the reacted liquidis post-treated to obtain pyrazolo[1,2-b]phthalazinone derivative shown as formula III. The method herein has mild reaction conditions, convenient to operate, good in reaction selectivity, short in reaction time, good in separating and purifying convenience and good in yield, and its substituent group are easy to extend; ionic liquid catalysis is utilized, so that the method has the advantages ofgood dissolution, zero pollution, good environmental friendliness, catalyst reuse and the like, and is a promising synthetic method.
Efficient and convenient synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives mediated by L-proline
Roy, Harendra Nath,Rana, Masud,Munsur, Abu Zafar Al,Lee, Kee-In,Sarker, Ashis K.
supporting information, p. 1370 - 1376 (2016/09/03)
An efficient, four-component, one-pot condensation reaction of phthalimide or phthalic anhydride, aromatic aldehydes, and ethyl cyanoacetate for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives mediated by L-proline in excellent yields is reported.
An efficient and high-yielding one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones catalyzed by sodium hydrogen carbonate under solvent-free conditions
Vafaee, Asieh,Davoodnia, Abolghasem,Pordel, Mehdi,Bozorgmehr, Mohammad Reza
, p. 2153 - 2158 (2016/02/27)
Sodium hydrogen carbonate, NaHCO3, efficiently catalyzes the one-pot, three-component reaction of phthalhydrazide, an aromatic aldehyde, and malononitrile or ethyl cyanoacetate under solvent-free conditions, to afford the corresponding 1H-pyraz
A highly flexible green synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10- dione derivatives with CuI nanoparticles as catalyst under solvent-free conditions
Safaei-Ghomi, Javad,Shahbazi-Alavi, Hossein,Ziarati, Abolfazl,Teymuri, Raheleh,Saberi, Mohammad Reza
, p. 401 - 405 (2014/03/21)
CuI nanoparticles as an efficient catalyst have been used for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones by the four-component condensation reaction of phthalic anhydride, hydrazine monohydrate, aromatic aldehydes and malononitrile or ethyl cyanoacetate under solvent-free conditions in good to excellent yields, short reaction times and environmentally benign, milder reaction conditions.
A rapid and an efficient route to the one-pot, multicomponent synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione ring systems
Kidwai, Mazaahir,Chauhan, Ritika
, p. 1689 - 1696 (2015/01/09)
CAN is found to be an efficient catalyst for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives via one-pot coupling reaction of phthalhydrazide, aromatic aldehydes, and malononitrile or ethyl cyanoacetate in PEG as solvent. The major attributes of this synthetic protocol are the use of nontoxic, inexpensive, and readily available catalyst, mild conditions, easy work up, improved yields, and the PEG 400 as solvent that is environmentally benign as well as recyclable.
Efficient One-Pot Solvent-Free Synthesis of 1H-Pyrazolo[1,2-b]phthalazine-5,10-diones Catalyzed by Sulfonic Acid Functionalized Nanoporous Silica (SBA-Pr-SO3H)
Ziarani, Ghodsi Mohammadi,Mohtasham, Nina Hosseini,Badiei, Alireza,Lashgari, Negar
, p. 990 - 994 (2016/02/18)
A green protocol has been developed for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones by one-pot cyclocondensation reaction of phthalhydrazide, aromatic aldehydes, and malononitrile or ethyl cyanoacetate using sulfonic acid functionalized SBA
