Mild basic ionic liquids catalyzed new four-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Shaterian, Hamid Reza; Mohammadnia, Majid

doi:10.1016/j.molliq.2012.06.007

Cited by 47 publications

(24 citation statements)

References 24 publications

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“…Also, the aggregation gives rise to the increasing size of observed nanoparticles. The presented FESEM images of BW 12 ILMNPs display that the average size of these nanoparticles is in the range of 70-80 nm. Furthermore, Fig.…”

Section: Fesem Studymentioning

confidence: 93%

“…General procedure for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones 0.05 g of BW 12 -ILMNPs was added to a mixture of aromatic aldehyde (1.0 mmol), malononitrile (1.0 mmol) and phthalhydrazide (1.0 mmol). Then, the mixture was stirred at 80°C in an oil bath under solvent-free condition for the appropriate time as indicated in Table 4.…”

Section: Catalytic Reactionmentioning

confidence: 99%

“…4a) showed the presence of Fe, Cu, O, Si and Cl, whereas the EDX analysis of BW 12 -ILMNPs (Fig. 4b) Reaction conditions: benzaldehyde, malononitrile and phthalhydrazide (1:1:1 mmol) were mixed in the presence of 0.05 g of BW 12 -ILMNPs and were heated to 80°C under solventfree conditions applications, which prevents aggregation and enables it to redisperse swiftly after removal of magnetic field.…”

Section: Fesem Studymentioning

confidence: 99%

“…SBA-supported sulfonic acid [10], p-toluenesulfonic acid [11] and basic ionic liquid [12]. Most of the aforementioned techniques suffer from drawbacks such as prolonged reaction time, poor yields, pollution caused by toxic catalysts and solvents, numerous tedious steps and use of expensive catalysts or reagents which lead to restricted use of these derivatives in practical applications.…”

Section: Introductionmentioning

confidence: 99%

“…On the other hand, room temperature ionic liquids (RTIls) are suitable reaction media for synthesis [12], catalysis [13], separation and extraction [14] which have attracted much interest among chemists. However, cost and viscosity are two major obstacles for their widespread industrial applications.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Synthesis and characterization of magnetically recoverable 1-(copperferritesiloxypropyl)-3-methylimidazolium heteropolytungstate ionic liquid as a new nanocatalyst for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Saadati-Moshtaghin

Zonoz

2017

J Nanostruct Chem

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A novel, efficient and magnetically recoverable nanomaterial consisting of heteropoly acid supported on ionic liquid-modified copper ferrite nanoparticle was prepared and performed as a heterogeneous catalyst in the fast and convenient synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives under mild and solvent-free conditions. The synthesized nanomaterial was characterized with FT-IR, XRD, FESEM, TEM, ICP and VSM. Furthermore, the obtained nanomaterial displayed striking reusability in the titled catalytic reaction. Compared with the various previously reported catalysts, the newly synthesized nanocatalyst is found to be most efficient with regard to operation simplicity, reaction time, yield and ease of catalyst separation.

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Section: Fesem Studymentioning

confidence: 93%

Section: Catalytic Reactionmentioning

confidence: 99%

Section: Fesem Studymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis and characterization of magnetically recoverable 1-(copperferritesiloxypropyl)-3-methylimidazolium heteropolytungstate ionic liquid as a new nanocatalyst for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Saadati-Moshtaghin

Zonoz

2017

J Nanostruct Chem

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Caesium carbonate supported on hydroxyapatite‐encapsulated Ni_0.5Zn_0.5Fe₂O₄ nanocrystallites as a novel magnetically basic catalyst for the one‐pot synthesis of pyrazolo[1,2‐b]phthalazine‐5,10‐diones

Maleki

Chalaki

Ashrafi

et al. 2015

Applied Organom Chemis

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A novel nanomagnetic basic catalyst of caesium carbonate supported on hydroxyapatite-coated Ni 0.5 Zn 0.5 Fe 2 O 4 magnetic nanoparticles (Ni 0.5 Zn 0.5 Fe 2 O 4 @HAP-Cs 2 CO 3 ) was prepared. This new catalyst was fully characterized using Fourier transform infrared spectroscopy, transmission and scanning electron microscopy, X-ray diffraction and vibrating sample magnetometry techniques, and then the catalytic activity of this catalyst was investigated in the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives. Also, Ni 0.5 Zn 0.5 Fe 2 O 4 @HAP-Cs 2 CO 3 could be reused at least five times without significant loss of activity and could be recovered easily by applying an external magnet. Thus, the developed nanomagnetic catalyst is potentially useful for the green and economic production of organic compounds.

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Preparation and characterization of nanomagnetic piperidinium benzene‐1,3‐disulfonate ionic liquid as a novel, green and heterogeneous catalyst and its use in the synthesis of 1H–pyrazolo[1,2‐b]phthalazine‐5,10‐diones and 1H–pyrazolo[1,2‐a] pyridazine‐5,8‐diones under solvent‐free conditions

Ghorbani‐Vaghei

Mahmoodi

Maghbooli

2017

Applied Organom Chemis

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Preparation and characterization of nanomagnetic piperidinium benzene-1,3-disulfonate ionic liquid as a novel, green and heterogeneous catalyst and its use in the synthesis of 1Hpyrazolo[1,2-b]phthalazine-5,10-diones and 1H-pyrazolo[1,2-a] pyridazine-5,8-diones under solvent-free conditionsThe one-pot four-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10diones and 1H-pyrazolo[1,2-a]pyridazine-5,8-diones was carried out from the reaction between various aldehydes, malononitrile, hydrazine hydrate and phthalic anhydride or maleic anhydride at 110°C in solvent-free conditions using piperidinium benzene-1,3-disulfonate nanomagnetic ionic liquid (NMIL) as a novel and reusable catalyst. Some advantages of the presented procedure are a significant reduction in cost, effective catalysis and reusability of the catalyst. NMIL was thoroughly characterized using Fourier transform infrared spectroscopy, X-ray diffraction, scanning and transmission electron microscopies, thermogravimetry, derivative thermogravimetry, Brunauer-Emmett-Teller analysis, vibrating sample magnetometry and energy-dispersive X-ray spectroscopy. The technique is developed as a suitable and safe method for the synthesis of 1H-pyrazolo[1,2-b] phthalazine-5,10-diones and 1H-pyrazolo[1,2-a]pyridazine-5,8-diones making use of an efficient and reusable green catalyst. KEYWORDS1H-pyrazolo[1,2-a]pyridazine-5,8-diones, 1H-pyrazolo[1,2-b]phthalazine-5,10dione, magnetic nanoparticle ionic liquid (NMIL), piperidinium benzene-1,3disulfonate, solvent-free conditions

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Mild basic ionic liquids catalyzed new four-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Cited by 47 publications

References 24 publications

Synthesis and characterization of magnetically recoverable 1-(copperferritesiloxypropyl)-3-methylimidazolium heteropolytungstate ionic liquid as a new nanocatalyst for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Synthesis and characterization of magnetically recoverable 1-(copperferritesiloxypropyl)-3-methylimidazolium heteropolytungstate ionic liquid as a new nanocatalyst for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Caesium carbonate supported on hydroxyapatite‐encapsulated Ni_0.5Zn_0.5Fe₂O₄ nanocrystallites as a novel magnetically basic catalyst for the one‐pot synthesis of pyrazolo[1,2‐b]phthalazine‐5,10‐diones

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Mild basic ionic liquids catalyzed new four-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Cited by 47 publications

References 24 publications

Synthesis and characterization of magnetically recoverable 1-(copperferritesiloxypropyl)-3-methylimidazolium heteropolytungstate ionic liquid as a new nanocatalyst for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Synthesis and characterization of magnetically recoverable 1-(copperferritesiloxypropyl)-3-methylimidazolium heteropolytungstate ionic liquid as a new nanocatalyst for the preparation of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

Caesium carbonate supported on hydroxyapatite‐encapsulated Ni0.5Zn0.5Fe2O4 nanocrystallites as a novel magnetically basic catalyst for the one‐pot synthesis of pyrazolo[1,2‐b]phthalazine‐5,10‐diones

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Caesium carbonate supported on hydroxyapatite‐encapsulated Ni_0.5Zn_0.5Fe₂O₄ nanocrystallites as a novel magnetically basic catalyst for the one‐pot synthesis of pyrazolo[1,2‐b]phthalazine‐5,10‐diones