Mn‐[4‐Chlorophenyl‐Salicylaldimine‐Methylpyranopyrazole]Cl₂ as a Novel Nanostructured Schiff Base Complex and Catalyst

Abstract

Mn‐[4‐chlorophenyl‐salicylaldimine‐methylpyranopyrazole]Cl2 ([Mn‐4CSMP]Cl2) as nano‐Schiff base complex was prepared and fully characterized by Fourier transform infrared spectroscopy, X‐ray diffraction, thermal gravimetric analysis, derivative thermogravimetry, scanning electron microscopy, energy‐dispersive X‐ray analysis, and UV–vis spectroscopy. The reactivity of nano‐[Mn‐4CSMP]Cl2 as a catalyst was tested on the tandem cyclocondensation–Knoevenagel condensation–Michael reaction between phenylhydrazine and ethyl acetoacetate with various aromatic aldehydes to give 4,4′‐(arylmethylene)‐bis‐(3‐methyl‐1‐phenyl‐1H ‐pyrazol‐5‐ol)s derivatives.

Design and identification of nano‐Mg‐[4‐methoxy phenyl‐salicylaldimine–methyl‐pyranopyrzole] Cl2 and its catalytic application on the preparation of 1‐(α‐aminoalkyl)‐2‐naphthols

“…For the synthesis of nano‐Mg‐[4‐methoxy phenylsalicylaldiminemethylpyranopyrazole]Cl 2 (nano‐[Mg‐4MSMP]Cl 2 ), firstly, 4‐methoxybenzaldehyde was reacted with ethyl acetoacetate, malononitrile and hydrazine hydrate to afford the related pyranopyrazole according to previous literature . In the next step, the prepared amine was reacted with salicylaldehyde and MgCl 2 .6H 2 O to give nano‐Mg‐[4‐methoxy phenylsalicylaldiminemethylpyranopyrazole]Cl 2 (nano‐[Mg‐4MSMP]Cl 2 ) as a nano‐Schiff base complex (Scheme ).…”

“…For the synthesis of nano-Mg-[4-methoxy phenylsalicylaldiminemethylpyranopyrazole]Cl 2 (nano-[Mg-4MSMP]Cl 2 ), firstly, 4-methoxybenzaldehyde was reacted with ethyl acetoacetate, malononitrile and hydrazine hydrate to afford the related pyranopyrazole according to previous literature. [29][30][31][32][33] In the next step, the prepared amine was reacted with salicylaldehyde and MgCl 2 . [2,3-c]pyrazole-5-carbonitrile (4MSMP) as a Schiff base was prepared alone and its structure was studied by 1 HNMR and 13 CNMR spectra as well as mass analysis.…”

A Unique Blend of Water, DES and Ultrasound for One‐Pot Knorr Pyrazole Synthesis and Knoevenagel‐Michael Addition Reaction

“…Several different catalysts have been reported to promote one pot synthesis, including 2‐hydroxy ethylammonium propionate, N,2‐dibromo‐6‐chloro‐3,4‐dihydro‐2Hbenzo[e][1, 2,4]thiadiazine‐7‐sulfonamide‐1,1‐dioxide (DCDBTSD), nano‐ [Mn‐ 4 CSMP]Cl 2 , K 2 CO 3 s and N‐Methylimidazolium perchlorate ([MIm]ClO4) . The protocols offer good to excellent yield but their tedious synthesis, non‐biodegradability and employment of elevated reaction temperature can be considered as some of their major drawbacks.…”

Synthesis of Tetraketones Using ZnS Nanoparticles as an Efficient Catalyst

“…Despite the availability of these methods, there remains enough space for a capable and reusable catalyst with high catalytic activity for the preparation of tetraketones. The use of environmentally friendly and green catalysts that can be easily recycled at the end of reactions has attracted great attention in recent years . ZnS NPs have emerged as a suitable class of heterogeneous catalysts owing to their numerous applications in synthesis and catalysis .…”

“…The use of environmentally friendly and green catalysts that can be easily recycled at the end of reactions has attracted great attention in recent years. [11][12][13][14] ZnS NPs have emerged as a suitable class of heterogeneous catalysts owing to their numerous applications in synthesis and catalysis. [15][16][17][18] Since these NPs can often be recovered simply by an easy work-up, which prevents contamination of the products, they may be considered as promising, safe, and reusable catalysts as well as greener compared to traditional catalysts.…”