89607-58-9

Upstream product

• 621-59-0 isovanillin 
• 109-77-3 malononitrile 

Downstream Products

• 1228031-37-5 2-amino-4,6-bis-(3-hydroxy-4-methoxyphenyl)-5-nitrocyclohex-2-ene-1,3,3-tricarbonitrile 
• 540729-00-8 acetic acid 2-[6-amino-3,5-dicyano-4-(3-hydroxy-4-methoxy-phenyl)-pyridin-2-ylsulfanylmethoxy]-ethyl ester 
• 333784-49-9 6-amino-4-(3-hydroxy-4-methoxy-phenyl)-2-thioxo-1,2-dihydro-pyridine-3,5-dicarbonitrile 
• 299440-94-1 2-amino-4-(3-hydroxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 
• 1240356-73-3 C₂₆H₂₃N₃O₆S 
• 1240356-69-7 C₂₆H₂₃N₃O₅S 

Relevant academic research and scientific papers

Effect of supramolecular polymeric aggregation in room temperature ionic liquids (RTILs) on catalytic activity in the synthesis of 4H-chromene derivatives and Knoevenagel condensation

RTILs exhibit supramolecular self-assembled polymeric aggregation due to noncovalent interactions. The influence of the aggregation behaviour of RTILs on catalytic activity is evident but still poorly understood. The present work focuses on establishing a

A reusable efficient green catalyst of 2d cu-mof for the click and knoevenagel reaction

[Cu(CPA)(BDC)]n (CPA = 4-(Chloro-phenyl)-pyridin-4-ylmethylene-amine; BDC = 1,4-benzenedicarboxylate) has been synthesized and structurally characterized by single crystal X-Ray diffraction measurement. The structural studies establish the copper (II) containing 2D sheet with (4,4) square grid structure. The square grid lengths are 10.775 and 10.769 ?. Thermal stability is assessed by TGA, and subsequent PXRD data establish the crystallinity. The surface morphology is evaluated by FE-SEM. The N2 adsorption?desorption analysis demonstrates the mesoporous feature (～6.95 nm) of the Cu-MOF. This porous grid serves as heterogeneous green catalyst with superficial recyclability and thermal stability and facilitates organic transformations efficiently such as, Click and Knoevenagel reactions in the aqueous methanolic medium.

Supramolecular polymeric aggregation behavior and its impact on catalytic properties of imidazolium based hydrophilic ionic liquids

Ionic Liquids (ILs) self-assemble to form supramolecular polymeric clusters/aggregates. The aggregation behavior of ILs influences its activity in the organic synthesis. However, the precise role of ILs in organic reactions is still unknown. It is, therefore, important to comprehend the supramolecular polymeric aggregation behavior of ILs. We are exploring the supramolecular polymeric aggregation behavior of ILs using Electrospray Ionization Mass Spectrometry (ESI-MS). We have synthesized four hydrophilic ILs (1–4) and investigated their aggregation behavior and its impact on catalytic activity in Carbon-Carbon bond formation (Knoevenagel and Claisen-Schmidt condensation). Here, we show that the aggregation behavior of ILs depends on the type and nature of cation and anion. ESI-MS (?ve) spectra reveals two different type of aggregation i.e. [CnAn+1]? & [A2 + H+]?. We have found that catalytic activity increases with increased [CnAn+1]? supramolecular aggregation. Consequently, highest yield of products obtained in ILs which show decreased anion-anion aggregation [A2 + H+]? abundance in ESI-MS. We anticipate our results to be a starting point for the establishment of desired ILs for organic synthesis.

Synthesis, in vitro and in silico screening of 2-amino-4-aryl-6-(phenylthio) pyridine-3,5-dicarbonitriles as novel α-glucosidase inhibitors

Inhibition of α-glucosidase enzyme is of prime importance for the treatment of diabetes mellitus (DM). Apart of many organic scaffolds, pyridine based compounds have previously been reported for wide range of bioactivities. The current study reports a series of pyridine based synthetic analogues for their α-glucosidase inhibitory potential assessed by in vitro, kinetics and in silico studies. For this purpose, 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitriles 1–28 were synthesized and subjected to in vitro screening. Several analogs, including 1–3, 7, 9, 11–14, and 16 showed many folds increased inhibitory potential in comparison to the standard acarbose (IC50 = 750 ± 10 μM). Interestingly, compound 7 (IC50 = 55.6 ± 0.3 μM) exhibited thirteen-folds greater inhibition strength than the standard acarbose. Kinetic studies on most potent molecule 7 revealed a competitive type inhibitory mechanism. In silico studies have been performed to examine the binding mode of ligand (compound 7) with the active site residues of α-glucosidase enzyme.

Functional Group Interconversion of Alkylidenemalononitriles to Primary Alcohols by a Cooperative Redox Operation

Functional group interconversions are essential chemical processes enabling synthesis. In this report, we describe a strategy to convert alkylidenemalononitriles into primary alcohols in one step. The reaction relies on a choreographed redox process invol

Knoevenagel condensation reaction on a new highly-efficient La2O2CO3-TiO2 mixed oxide catalyst: Composition-effects on C[dbnd]C bond formation

The highly efficient catalytic abilities of some mixed oxides are due to cooperative interactions between acid and base functional groups present in their active sites. New La2O2CO3-TiO2 mixed oxide catalysts wi

Cinnamonitrile adjuvants restore susceptibility to β-lactams against methicillin-resistant staphylococcus aureus

β-Lactams are used routinely to treat Staphylococcus aureus infections. However, the emergence of methicillin-resistant S. aureus (MRSA) renders them clinically precarious. We describe a class of cinnamonitrile adjuvants that restore the activity of oxacillin (a penicillin member of the β-lactams) against MRSA. The lead adjuvants were tested against six important strains of MRSA, one vancomycin-intermediate S. aureus (VISA) strain, and one linezolid-resistant S. aureus strain. Five compounds out of 84 total compounds showed broad potentiation. At 8 μM (E)-3-(5-(3,4-dichlorobenzyl)-2-(trifluoromethoxy)phenyl)-2-(methylsulfonyl)acrylonitrile (26) potentiated oxacillin with a >4000-fold reduction of its MIC (from 256 to 0.06 mg·L-1). This class of adjuvants holds promise for reversal of the resistance phenotype of MRSA.

Solvent-free, one-pot synthesis of pentasubstituted cyclopropanes in the presence of BrCN and EtONa by milling

A solvent-free, one-pot process for the preparation of pentasubstituted 3-arylcyclopropane-1,1,2,2-tetracarbonitriles in the presence of solid sodium ethoxide by milling was achieved. The one-pot reaction of aromatic aldehydes and dialdehydes with malonon

A new, fast and easy strategy for one-pot synthesis of full substituted cyclopropanes: Direct transformation of aldehydes to 3-aryl-1,1,2,2- tetracyanocyclopropanes

A new, fast and easy method for one-pot reaction of aromatic aldehydes and dialdehydes with malononitrile and cyanogen bromide has been developed to afford full substituted 3-arylcyclopropane-1,1,2,2-tetracarbonitriles in excellent yields in very short time (about 5 seconds). The structures elucidations were characterized by IR, 1H NMR, 13C NMR, mass spectrometry and X-ray crystallography techniques. For these compounds the crystallographic data showed two structures in mirror image in solid case and one distinct structure in solution. The reaction mechanism was discussed.

An improved procedure for 2-amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3- tricar bonitriles; carbonate on polymer support as mild and reusable catalyst

A new catalytic system has been developed in the synthesis of 2-amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3-tricarbonitriles using carbonate on polymer support (Amberlyst A-26 NaCO3 -). Short reaction time, simplicity of isolation, safe catalyst and high